[ CAS No. 157771-56-7 ] {[proInfo.proName]}

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Quality Control of [ 157771-56-7 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 157771-56-7 ]

Product Details of [ 157771-56-7 ]

CAS No. :	157771-56-7	MDL No. :	MFCD12024280
Formula :	C₁₉H₂₀Br₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	408.17	Pubchem ID :	-
Synonyms :

Safety of [ 157771-56-7 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313	UN#:
Hazard Statements:	H315-H319	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 157771-56-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 157771-56-7 ]

[ 157771-56-7 ] Synthesis Path-Downstream 1~50

1
[ 112026-74-1 ]
[ 173312-18-0 ]
[ 157771-56-7 ]

Yield	Reaction Conditions	Operation in experiment
	With bromine In dichloromethane

Reference： [1]Kauffman; Litak; Boyko [Journal of Heterocyclic Chemistry, 1995, vol. 32, # 5, p. 1541 - 1555]

2
[ 112026-74-1 ]
[ 157771-56-7 ]

Yield	Reaction Conditions	Operation in experiment
97%	With trimethylene carbonate; N-Bromosuccinimide at 75℃;
73%	With bromine In dichloromethane
	With bromine In dichloromethane

Reference： [1]Hwang, Gil Tae; Son, Hyung Su; Ku, Ja Kang; Kim, Byeang Hyean [Journal of the American Chemical Society, 2003, vol. 125, # 37, p. 11241 - 11248]
[2]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]
[3]Contoret, Adam; Farrar, Simon; Jackson, Perregrin; Kelly, Stephen M.; Khan, Sultan; Nicholls, Edward; Oneill, Mary; Richards, Gary [Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 364, p. 511 - 518]

3
[ 100-58-3 ]
[ 157771-56-7 ]
[ 111458-32-3 ]

Yield	Reaction Conditions	Operation in experiment
77%	With PdCl₂(PPh₂(CH₂)4PPh₂) In tetrahydrofuran; diethyl ether for 24h;

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

4
[ 1133-80-8 ]
[ 106-94-5 ]
[ 173312-18-0 ]
[ 157771-56-7 ]

Yield	Reaction Conditions	Operation in experiment
44%	With potassium <i>tert</i>-butylate In N,N-dimethyl-formamide at 45℃;
	With potassium <i>tert</i>-butylate In N,N-dimethyl-formamide at 45℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]
[2]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

5
[ 16433-88-8 ]
[ 106-94-5 ]
[ 157771-56-7 ]

Yield	Reaction Conditions	Operation in experiment
90%	With tetrabutylammonium bromide; sodium hydroxide In lithium hydroxide monohydrate; dimethyl sulfoxide at 20℃; for 5h; Inert atmosphere;
88%	With potassium-t-butoxide In N,N-dimethyl-formamide at 45℃;
52.7%	With tetrabutylammonium bromide; sodium hydroxide In lithium hydroxide monohydrate at 70℃; for 9h; Inert atmosphere;

With tetrabutylammonium bromide; sodium hydroxide In lithium hydroxide monohydrate; dimethyl sulfoxide at 90℃; for 8h; Inert atmosphere;

1.4; 2-3 2,7-Dibromofluorene, tetrabutylammonium bromide, n-propyl bromide and 50% aqueous sodium hydroxide solution were added to a round-bottomed flask with dimethyl sulfoxide as solvent, heated to 90 degrees Celsius under nitrogen atmosphere, After 8 hours of reaction, it was cooled to room temperature, then extracted and filtered, and a white solid was obtained by silica gel column chromatography as 2,7-dibromo-9,9-dipropyl-9H-fluorene (M4);

Reference： [1]Liu, Yu-Yu; Lin, Jin-Yi; Bo, Yi-Fan; Xie, Ling-Hai; Yi, Ming-Dong; Zhang, Xin-Wen; Zhang, Hong-Mei; Loh, Teck-Peng; Huang, Wei [Organic Letters, 2016, vol. 18, # 2, p. 172 - 175]
[2]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]
[3]Shi, Hangqi; Fu, Weifei; Shi, Minmin; Ling, Jun; Chen, Hongzheng [Journal of Materials Chemistry A, 2015, vol. 3, # 5, p. 1902 - 1905]
[4]Current Patent Assignee: QINGDAO UNIVERSITY OF SCIENCE AND TECHNOLOGY - CN114014812, 2022, A Location in patent: Paragraph 0070; 0081; 0094; 0099; 0130-0132; 0140; 0144

6
[ 13139-86-1 ]
[ 157771-56-7 ]
[ 111488-20-1 ]

Yield	Reaction Conditions	Operation in experiment
65%	With PdCl₂(PPh₂(CH₂)4PPh₂) In tetrahydrofuran for 72h;

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

7
[ 28987-79-3 ]
[ 157771-56-7 ]
9,9-Dipropyl-2,7-di-m-tolyl-9H-fluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
54%	With PdCl₂(PPh₂(CH₂)4PPh₂) Heating;

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

8
[ 157771-56-7 ]
C₁₁H₁₅BrMg [ No CAS ]
2,7-Bis-[4-(1,1-dimethyl-propyl)-phenyl]-9,9-dipropyl-9H-fluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With PdCl₂(PPh₂(CH₂)4PPh₂) In tetrahydrofuran for 2h; Heating;

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

9
[ 157771-56-7 ]
C₉H₉BrMgO [ No CAS ]
2,7-bis(6-chromanyl)-9,9-dipropylfluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With PdCl₂(PPh₂(CH₂)4PPh₂) In tetrahydrofuran for 24h; Ambient temperature;

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

10
[ 157771-56-7 ]
C₁₄H₁₉BrMgO [ No CAS ]
2,7-bis(3,3-dipropyl-5-coumaranyl)-9,9-dipropylfluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With PdCl₂(PPh₂(CH₂)4PPh₂) In tetrahydrofuran for 24h;

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

11
C₂₉H₃₃BrMg [ No CAS ]
[ 157771-56-7 ]
2,7-bis(4-t-butylphenyl-9,9-dipropylfluoren-2-yl)-9,9-dipropylfluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	With PdCl₂(PPh₂(CH₂)4PPh₂) for 0.25h;

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Qin, Yuanxi; Kauffman, Joel M.; Novinski, John A.; Boyko, Walter J. [Journal of Chemical Research, Miniprint, 1999, # 2, p. 401 - 418]

12
[ 173312-18-0 ]
[ 157771-56-7 ]
2,7-bis(9,9-dipropylfluoren-2-yl)-9,9-dipropylfluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 2-bromo-9,9-dipropyl-9H-fluorene With tert.-butyl lithium In diethyl ether at -70℃; for 1h; Stage #2: With zinc dibromide In tetrahydrofuran; diethyl ether for 0.5h; Stage #3: 2,7-dibromo-9,9-dipropyl-9H-fluorene With PdCl₂(PPh₂(CH₂)4PPh₂) In tetrahydrofuran; diethyl ether 1.) RT, 24 h, 2.) reflux, 14 h;

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Qin, Yuanxi; Kauffman, Joel M.; Novinski, John A.; Boyko, Walter J. [Journal of Chemical Research, Miniprint, 1999, # 2, p. 401 - 418]

13
[ 1445-73-4 ]
[ 157771-56-7 ]
[ 342889-51-4 ]

Yield	Reaction Conditions	Operation in experiment
30%	Stage #1: 2,7-dibromo-9,9-dipropyl-9H-fluorene With n-butyllithium In tetrahydrofuran; hexane at -50℃; for 0.5h; Stage #2: 1-Methyl-4-piperidone In tetrahydrofuran; hexane at -50 - 20℃; for 2h;

Reference： [1]Kelley; Ansu; Budisusetyo; Ghiorghis; Qin; Kauffman [Journal of Heterocyclic Chemistry, 2001, vol. 38, # 1, p. 11 - 23]

14
[ 33513-42-7 ]
[ 157771-56-7 ]
[ 157771-55-6 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 2,7-dibromo-9,9-dipropyl-9H-fluorene With magnesium In tetrahydrofuran Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 40℃; for 1h; Further stages.;

Reference： [1]Kauffman, Joel M.; Moyna, Guillermo [Journal of Organic Chemistry, 2003, vol. 68, # 3, p. 839 - 853]

15
[ 4394-85-8 ]
[ 157771-56-7 ]
[ 157771-55-6 ]

Yield	Reaction Conditions	Operation in experiment
92%	Stage #1: 2,7-dibromo-9,9-dipropyl-9H-fluorene With n-butyllithium In tetrahydrofuran at -78℃; Stage #2: 4-morpholinecarboxaldehyde In tetrahydrofuran at -78℃;

Reference： [1]Hwang, Gil Tae; Son, Hyung Su; Ku, Ja Kang; Kim, Byeang Hyean [Journal of the American Chemical Society, 2003, vol. 125, # 37, p. 11241 - 11248]

16
[ 86-73-7 ]
[ 157771-56-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: butyllithium / tetrahydrofuran 1.2: tetrahydrofuran 2.1: butyllithium / tetrahydrofuran 2.2: tetrahydrofuran 3.1: bromine / CH₂Cl₂
	Multi-step reaction with 2 steps 1.1: n-BuLi / tetrahydrofuran / -78 °C 1.2: 99 percent / tetrahydrofuran / 20 °C 2.1: 97 percent / NBS; propylene carbonate / 75 °C

Reference： [1]Contoret, Adam; Farrar, Simon; Jackson, Perregrin; Kelly, Stephen M.; Khan, Sultan; Nicholls, Edward; Oneill, Mary; Richards, Gary [Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 364, p. 511 - 518]
[2]Hwang, Gil Tae; Son, Hyung Su; Ku, Ja Kang; Kim, Byeang Hyean [Journal of the American Chemical Society, 2003, vol. 125, # 37, p. 11241 - 11248]

17
[ 4037-45-0 ]
[ 157771-56-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: butyllithium / tetrahydrofuran 1.2: tetrahydrofuran 2.1: bromine / CH₂Cl₂

18
[ 157771-56-7 ]
[ 426820-25-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: Pd(PPh₃)4 / dimethylformamide 2: N-bromosuccinimide; acetic acid / CH₂Cl₂

19
[ 157771-56-7 ]
[ 426820-26-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: Pd(PPh₃)4 / dimethylformamide 2: N-bromosuccinimide; acetic acid / CH₂Cl₂ 3: Na₂CO₃ / Pd(PPh₃)4 / H₂O; 1,2-dimethoxy-ethane

20
[ 157771-56-7 ]
[ 426820-27-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: Pd(PPh₃)4 / dimethylformamide 2.1: N-bromosuccinimide; acetic acid / CH₂Cl₂ 3.1: Na₂CO₃ / Pd(PPh₃)4 / H₂O; 1,2-dimethoxy-ethane 4.1: boron tribromide / CHCl₃ 4.2: H₃O⁽¹⁺⁾

21
[ 157771-56-7 ]
[ 426820-29-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: Pd(PPh₃)4 / dimethylformamide 2.1: N-bromosuccinimide; acetic acid / CH₂Cl₂ 3.1: Na₂CO₃ / Pd(PPh₃)4 / H₂O; 1,2-dimethoxy-ethane 4.1: boron tribromide / CHCl₃ 4.2: H₃O⁽¹⁺⁾ 5.1: K₂CO₃ / acetonitrile

22
[ 157771-56-7 ]
6-(4-{5-[9,9-dipropyl-7-(5-{4-[5-(1-vinyl-allyloxycarbonyl)-pentyloxy]-phenyl}-thiophen-2-yl)-9<i>H</i>-fluoren-2-yl]-thiophen-2-yl}-phenoxy)-hexanoic acid 1-vinyl-allyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: Pd(PPh₃)4 / dimethylformamide 2.1: N-bromosuccinimide; acetic acid / CH₂Cl₂ 3.1: Na₂CO₃ / Pd(PPh₃)4 / H₂O; 1,2-dimethoxy-ethane 4.1: boron tribromide / CHCl₃ 4.2: H₃O⁽¹⁺⁾ 5.1: K₂CO₃ / acetonitrile

23
[ 157771-56-7 ]
2-methyl-acrylic acid 8-(4-{5-[7-(5-{4-[8-(2-methyl-acryloyloxy)-octyloxy]-phenyl}-thiophen-2-yl)-9,9-dipropyl-9<i>H</i>-fluoren-2-yl]-thiophen-2-yl}-phenoxy)-octyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1.1: Pd(PPh₃)4 / dimethylformamide 2.1: N-bromosuccinimide; acetic acid / CH₂Cl₂ 3.1: Na₂CO₃ / Pd(PPh₃)4 / H₂O; 1,2-dimethoxy-ethane 4.1: boron tribromide / CHCl₃ 4.2: H₃O⁽¹⁺⁾ 5.1: K₂CO₃ / acetonitrile 6.1: triethylamine / CH₂Cl₂

24
[ 157771-56-7 ]
[ 610283-02-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: n-BuLi / tetrahydrofuran / -78 °C 1.2: 92 percent / tetrahydrofuran / -78 °C 2.1: 88 percent / PPh₃ / CH₂Cl₂ / 1 h / 20 °C

Reference： [1]Hwang, Gil Tae; Son, Hyung Su; Ku, Ja Kang; Kim, Byeang Hyean [Journal of the American Chemical Society, 2003, vol. 125, # 37, p. 11241 - 11248]

25
[ 157771-56-7 ]
[ 204265-36-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: magnesium / tetrahydrofuran 1.2: tetrahydrofuran / 1 h / 40 °C 2.1: 16.6 g / sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 1 h / 53 °C 3.1: 61 percent / hydrochloric acid / toluene / 19 h / 23 °C

Reference： [1]Kauffman, Joel M.; Moyna, Guillermo [Journal of Organic Chemistry, 2003, vol. 68, # 3, p. 839 - 853]

26
[ 157771-56-7 ]
9,9-dipropyl-2,7-distyrylfluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: magnesium / tetrahydrofuran 1.2: tetrahydrofuran / 1 h / 40 °C 2.1: 16.6 g / sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 1 h / 53 °C 3.1: 61 percent / hydrochloric acid / toluene / 19 h / 23 °C 4.1: 88 percent / 120 - 170 °C 5.1: potassium tert-butoxide / dimethylformamide / 20 - 50 °C

Reference： [1]Kauffman, Joel M.; Moyna, Guillermo [Journal of Organic Chemistry, 2003, vol. 68, # 3, p. 839 - 853]

27
[ 157771-56-7 ]
[ 204265-39-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: magnesium / tetrahydrofuran 1.2: tetrahydrofuran / 1 h / 40 °C 2.1: 16.6 g / sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 1 h / 53 °C 3.1: 61 percent / hydrochloric acid / toluene / 19 h / 23 °C 4.1: 88 percent / 120 - 170 °C

Reference： [1]Kauffman, Joel M.; Moyna, Guillermo [Journal of Organic Chemistry, 2003, vol. 68, # 3, p. 839 - 853]

28
[ 157771-56-7 ]
[ 496916-96-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: magnesium / tetrahydrofuran 1.2: tetrahydrofuran / 1 h / 40 °C 2.1: 16.6 g / sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 1 h / 53 °C

Reference： [1]Kauffman, Joel M.; Moyna, Guillermo [Journal of Organic Chemistry, 2003, vol. 68, # 3, p. 839 - 853]

29
[ 157771-56-7 ]
1,4-bis[4'-(diphenylamino)styryl]-9,9-dipropylfluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: magnesium / tetrahydrofuran 1.2: tetrahydrofuran / 1 h / 40 °C 2.1: 16.6 g / sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 1 h / 53 °C 3.1: 61 percent / hydrochloric acid / toluene / 19 h / 23 °C 4.1: 88 percent / 120 - 170 °C 5.1: 83 percent / potassium tert-butoxide / dimethylformamide / 20 - 50 °C

Reference： [1]Kauffman, Joel M.; Moyna, Guillermo [Journal of Organic Chemistry, 2003, vol. 68, # 3, p. 839 - 853]

30
[ 157771-56-7 ]
1,4-bis[4'-bis(4-methoxyphenyl)aminostyryl]-9,9-dipropylfluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: magnesium / tetrahydrofuran 1.2: tetrahydrofuran / 1 h / 40 °C 2.1: 16.6 g / sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 1 h / 53 °C 3.1: 61 percent / hydrochloric acid / toluene / 19 h / 23 °C 4.1: 88 percent / 120 - 170 °C 5.1: 76 percent / potassium tert-butoxide / dimethylformamide / 20 - 50 °C

Reference： [1]Kauffman, Joel M.; Moyna, Guillermo [Journal of Organic Chemistry, 2003, vol. 68, # 3, p. 839 - 853]

31
[ 157771-56-7 ]
[ 342889-57-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -50 °C 1.2: 30 percent / tetrahydrofuran; hexane / 2 h / -50 - 20 °C 2.1: 80 percent / 10 percent Pd/C / diphenylmethane / 72 h / 248 °C

Reference： [1]Kelley; Ansu; Budisusetyo; Ghiorghis; Qin; Kauffman [Journal of Heterocyclic Chemistry, 2001, vol. 38, # 1, p. 11 - 23]

32
[ 157771-56-7 ]
9,9-dipropyl-2,7-bis(1-sulfopropyl-4-pyridinium)fluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -50 °C 1.2: 30 percent / tetrahydrofuran; hexane / 2 h / -50 - 20 °C 2.1: 80 percent / 10 percent Pd/C / diphenylmethane / 72 h / 248 °C 3.1: 99 percent / benzonitrile / 0.25 h / 140 °C

Reference： [1]Kelley; Ansu; Budisusetyo; Ghiorghis; Qin; Kauffman [Journal of Heterocyclic Chemistry, 2001, vol. 38, # 1, p. 11 - 23]

33
[ 157771-56-7 ]
2,7-bis[5-(4-methoxyphenyl)furan-2-yl]-9,9-dipropylfluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: t-BuLi / tetrahydrofuran 1.2: ZnCl₂ / tetrahydrofuran / 1 h 1.3: PdCl₂(dppb) / tetrahydrofuran / 72 h / Heating 2.1: tBuLi / tetrahydrofuran / 3 h 2.2: ZnCl₂ / tetrahydrofuran / 1.5 h 2.3: PdCl₂(dppb) / tetrahydrofuran / 72 h / Heating

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Qin, Yuanxi; Kauffman, Joel M.; Novinski, John A.; Boyko, Walter J. [Journal of Chemical Research, Miniprint, 1999, # 2, p. 401 - 418]

34
[ 86-73-7 ]
[ 157771-56-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 91 percent / Br₂ / CH₂Cl₂ 2: 88 percent / t-BuOK / dimethylformamide / 45 °C
	Multi-step reaction with 2 steps 1: 90 percent / t-BuOK / dimethylformamide / 45 °C 2: 73 percent / Br₂ / CH₂Cl₂

35
[ 14966-05-3 ]
[ 157771-56-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 45 percent / H₂ / 5percent Pd/C / ethyl acetate / 4.5 h / 2280 Torr 2: 73 percent / Br₂ / CH₂Cl₂

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

36
[ 157771-56-7 ]
[ 204265-35-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 2.) aq. NaCN / 1.) DMF, reflux, 23 h, 2.) DMF 2: 99 percent / aq. KOH / propan-1-ol / 44 h / Heating

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

37
[ 157771-56-7 ]
[ 204265-82-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 77 percent / PdCl₂(dppb) / tetrahydrofuran; diethyl ether / 24 h 2: 94 percent / AlCl₃ / CH₂Cl₂ / Heating

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

38
[ 157771-56-7 ]
9,9-dipropyl-2,7-fluorenedicarboxylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 77 percent / PdCl₂(dppb) / tetrahydrofuran; diethyl ether / 24 h 2: 94 percent / AlCl₃ / CH₂Cl₂ / Heating 3: 45 percent / aq. NaOBr / tetrahydrofuran / 0.5 h / 50 °C

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

39
[ 112050-92-7 ]
[ 157771-56-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: MeOH, CuI, 2,4,6-collidine / 1 h / 79 °C 2: 73 percent / Br₂ / CH₂Cl₂

Reference： [1]Kelley, Charles J.; Ghiorghis, Alem; Kauffman, Joel M. [Journal of Chemical Research, Miniprint, 1997, # 12, p. 2701 - 2733]

40
[ 288-32-4 ]
[ 157771-56-7 ]
[ 1588929-68-3 ]

Yield	Reaction Conditions	Operation in experiment
73.3%	With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide at 119.84℃; for 36h; Inert atmosphere;	For the preparation of L2, a mixture of 2,7-dibromo-9,9-dipropylfluorene(3.82 g, 10 mmol), imidazole (1.90 g, 28 mmol),copper iodide (0.38 g, 2 mmol) and caesium carbonate (13.04 g,40 mmol) in DMF (20 ml) was stirred under nitrogen at 393 Kfor 36 h. The reaction was monitored by TLC. The reactionproduct was poured into water, suction filtered and the residuewas purified by silica-gel column chromatography using dichloromethaneand ethyl acetate (1:1 v/v) as eluent to affordL2 as a light-yellow solid (yield 2.80 g, 7.33 mmol, 73.3%). 1HNMR (300 MHz, CDCl3, 298 K, TMS): 8.25-7.45 (m, 6H,-C3H3N2; 6H, -C6H3), 2.07 (s, 4H, -CH2), 0.73 (m, 10H,-CH3CH2). IR (v, cm1): 3107.50 (w), 2958.92 (w), 2924.25 (w),2857.92 (w), 1614.06 (w), 1587.38 (w), 1494.70 (s), 1294.67 (m),1106.14 (m), 1052.35 (s), 901.77 (m), 796.91 (m), 708.67 (m),694.07 (s). Elemental analysis (%) calculated for C25H26N4:C 78.53, H 6.81, N 14.66; found: C 78.43, H 6.91, N 14.66

Reference： [1]Liu, Yan-Fei; Zhao, Chao-Wei; Ma, Jian-Ping; Liu, Qi-Kui; Dong, Yu-Bin [Acta Crystallographica, Section C: Crystal Structure Communications, 2013, vol. 69, # 12, p. 1488 - 1493]

41
[ 61676-62-8 ]
[ 157771-56-7 ]
[ 452913-92-7 ]

Yield	Reaction Conditions	Operation in experiment
32.2%	Stage #1: 2,7-dibromo-9,9-dipropyl-9H-fluorene With n-butyllithium In tetrahydrofuran; pentane at -78℃; for 2h; Inert atmosphere; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; pentane at -78 - 20℃; Inert atmosphere;

Reference： [1]Shi, Hangqi; Fu, Weifei; Shi, Minmin; Ling, Jun; Chen, Hongzheng [Journal of Materials Chemistry A, 2015, vol. 3, # 5, p. 1902 - 1905]

42
[ 157771-56-7 ]
[ 73183-34-3 ]
[ 452913-92-7 ]

Yield	Reaction Conditions	Operation in experiment
90%	With 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate; palladium diacetate In toluene at 80 - 100℃; for 33h; Inert atmosphere;

Reference： [1]Liu, Yu-Yu; Lin, Jin-Yi; Bo, Yi-Fan; Xie, Ling-Hai; Yi, Ming-Dong; Zhang, Xin-Wen; Zhang, Hong-Mei; Loh, Teck-Peng; Huang, Wei [Organic Letters, 2016, vol. 18, # 2, p. 172 - 175]

43
[ 157771-56-7 ]
9,9-dipropyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluorene-2-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: 1-methyl-pyrrolidin-2-one / 6 h / 175 °C / Inert atmosphere 1.2: 0.33 h / 90 - 120 °C 2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: THE UNIVERSITY OF QUEENSLAND - WO2019/23753, 2019, A1

44
copper(II) cyanide [ No CAS ]
[ 157771-56-7 ]
7-bromo-9,9-dipropyl-9H-fluorene-2-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	Stage #1: copper(II) cyanide; 2,7-dibromo-9,9-dipropyl-9H-fluorene In 1-methyl-pyrrolidin-2-one at 175℃; for 6h; Inert atmosphere; Stage #2: With hydrogenchloride; iron(III) chloride In 1-methyl-pyrrolidin-2-one; water at 90 - 120℃; for 0.333333h;	1 Synthesis of SOFO7 18 7-bromo-9, 9-di-n-propyl -9H-fluorene-2-carbonitrile: A mixture of 2,7-dibromo-9,9-di-n-propylfluorene (4.08 g, 10.0 mmol), CuCN (896 mg,10.0 mmol) and N-methyl pyrrolidone (NMP) (30 mL) was heated under argon in an oil bath held at 175 oc for 6 h. The mixture was allowed to cool to 120 °C. An acidifiedaqueous FeCh solution (6.00 g ofFeCh in a mixture of 1.5 mL of concentrated HCl and 9mL of water) was poured slowly onto the hot reaction mixture. The mixture was heated at90 oc for a further 20 min. The mixture was allowed to cool to room temperature and then50 mL of water was added. The aqueous layer was then separated from the organic layer, and was extracted with toluene (3 x 50 mL). All the organic portions were combined,washed sequentially with 6 M HCl (2 x 50 mL), 10% NaOH solution (2 x 50 mL), anddistilled water (2 x 100 mL), dried over anhydrous sodium sulphate and filtered. Thefiltrate was collected and the solvent removed. The residue was purified by columnchromatography over silica using ethyl acetate: petroleum ether (1 :20-1 :4) as eluent to givea white solid (1.88 g, 53%). mp 149-150 °C. Elemental analysis(%) calcd for C20H20BrNC 67.80, H 5.69, N 3.95; Found: C 68.17, H 5.80, N 3.96. Amax(dichloromethane)/nm: 282sh (logc/dm3 mol"1 cm-1 4.23), 293 (4.33), 306 (4.22), 318 (4.41). 1H NMR (400 MHz,CDCh) 87.73 (1 H, dd, J= 8 & 1), 7.63 (1 H, dd, J= 8 & 1.5), 7.59-7.61 (2H, m), 7.49-7.52 (2H, m), 1.95 (4 H, t, J = 8), 0.56-0.78 (m, 10H). 13C NMR (100 MHz, CDCh) 8153.5, 151.1, 144.5, 138.1, 131.4, 130.6, 126.5, 126.5, 123.2, 122.1, 120.3, 119.6, 110.4,56.0, 42.3, 17.1, 14.2. m/z [ESY]: 376 ([M+Nat).

Reference： [1]Current Patent Assignee: THE UNIVERSITY OF QUEENSLAND - WO2019/23753, 2019, A1 Location in patent: Page/Page column 21-22

45
[ 419536-33-7 ]
[ 157771-56-7 ]
9-(4-(7-bromo-9,9-dipropyl-9H-fluorene-2-yl)phenyl)-9H-carbazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tetrakis-(triphenylphosphine)-palladium; potassium carbonate In tetrahydrofuran; lithium hydroxide monohydrate at 90℃; for 24h; Inert atmosphere;
	With tetrakis-(triphenylphosphine)-palladium; potassium carbonate In tetrahydrofuran; lithium hydroxide monohydrate at 90℃; for 24h; Inert atmosphere;	3 M4 was mixed with 4-(9H-carbazol-9-yl) phenylboronic acid, then potassium carbonate, tetrahydrofuran and deionized water 5:1 were added to the round-bottomed flask, after the nitrogen was purged three times, the catalyst Pd (PPh3) was added 4, refluxed at 90°C for 24h; after heating was stopped, extraction, filtration, and silica gel column chromatography were used to obtain a white solid as 9-(4-(7-bromo-9,9-dipropyl-9H-fluorene-2- base)phenyl)-9H-carbazole (Z1);

Reference： [1]Wang, Runze; Li, Tengyue; Liu, Chaoke; Xie, Mingliang; Zhou, Huayi; Sun, Qikun; Yang, Bing; Zhang, Shi-Tong; Xue, Shanfeng; Yang, Wenjun [Advanced Functional Materials, 2022, vol. 32, # 24]
[2]Current Patent Assignee: QINGDAO UNIVERSITY OF SCIENCE AND TECHNOLOGY - CN114014812, 2022, A Location in patent: Paragraph 0070; 0140; 0145

46
[ 854952-58-2 ]
[ 157771-56-7 ]
3-(7-bromo-9,9-dipropyl-9H-fluoren-2-yl)-9-phenyl-9H-carbazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With tetrakis-(triphenylphosphine)-palladium; potassium carbonate In tetrahydrofuran; water monomer at 90℃; for 24h; Inert atmosphere;

47
[ 157771-56-7 ]
[ 201802-67-7 ]
4-(7-bromo-9,9-dipropyl-9H-fluoren-2-yl)-N,N-diphenylaniline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With tetrakis-(triphenylphosphine)-palladium; potassium carbonate In tetrahydrofuran; lithium hydroxide monohydrate at 90℃; for 24h; Inert atmosphere;
	With tetrakis-(triphenylphosphine)-palladium; potassium carbonate In tetrahydrofuran; lithium hydroxide monohydrate at 90℃; for 24h; Inert atmosphere;	1.5; 2; 7 M4 was mixed with 4-(9H-carbazol-9-yl) phenylboronic acid, then potassium carbonate, tetrahydrofuran and deionized water 5:1 were added to the round-bottomed flask, after the nitrogen was purged three times, the catalyst Pd (PPh3) was added 4, refluxed at 90°C for 24h; after heating was stopped, extraction, filtration, and silica gel column chromatography were used to obtain a white solid as 9-(4-(7-bromo-9,9-dipropyl-9H-fluorene-2- base)phenyl)-9H-carbazole (Z1);

48
[ 157771-56-7 ]
9-(4-(7-(4-(4,5-diphenyl-4H-1,2,4-triazol-3-yl)phenyl)-9,9-dipropyl-9H-fluoren-2-yl)phenyl)-9H-carbazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: potassium carbonate; tetrakis-(triphenylphosphine)-palladium / lithium hydroxide monohydrate; tetrahydrofuran / 24 h / 90 °C / Inert atmosphere 2: potassium carbonate; tetrakis-(triphenylphosphine)-palladium / lithium hydroxide monohydrate; tetrahydrofuran / 24 h / 90 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: QINGDAO UNIVERSITY OF SCIENCE AND TECHNOLOGY - CN114014812, 2022, A

49
[ 157771-56-7 ]
2-(4-(7-(4-(9H-carbazol-9-yl)phenyl)-9,9-dipropyl-9H-fluoren-2-yl)phenyl)-5-phenyl-1,3,4-oxadiazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: potassium carbonate; tetrakis-(triphenylphosphine)-palladium / lithium hydroxide monohydrate; tetrahydrofuran / 24 h / 90 °C / Inert atmosphere 2: potassium carbonate; tetrakis-(triphenylphosphine)-palladium / lithium hydroxide monohydrate; tetrahydrofuran / 24 h / 90 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: QINGDAO UNIVERSITY OF SCIENCE AND TECHNOLOGY - CN114014812, 2022, A

50
[ 854952-58-2 ]
[ 157771-56-7 ]
2-(7-bromo-9,9-dipropyl-9H-fluoren-2-yl )-9-phenyl-9H-carbazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tetrakis-(triphenylphosphine)-palladium; potassium carbonate In tetrahydrofuran; lithium hydroxide monohydrate at 90℃; for 24h; Inert atmosphere;	5 M4 was mixed with (9-phenyl-9H-carbazole-3-yl) boric acid, and then potassium carbonate, tetrahydrofuran and deionized water 5:1 were added to the round-bottom flask, after three nitrogen exchanges, the catalyst Pd (PPh3) was added at4,90°C for 24h; after stopping heating, extraction, filtration, using silica gel column chromatography, to obtain a white solid of 2-(7-bromo-9,9-dipropyl-9H-fluorene-2-yl)-9- Phenyl-9H-carbazole(Z2)

Reference： [1]Current Patent Assignee: QINGDAO UNIVERSITY OF SCIENCE AND TECHNOLOGY - CN114014812, 2022, A Location in patent: Paragraph 0070; 0153; 0158

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[ CAS No. 157771-56-7 ] {[proInfo.proName]}

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[ 157771-56-7 ] Synthesis Path-Downstream 1~50

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