[ CAS No. 52031-15-9 ] {[proInfo.proName]}

Name: 52031-15-9|5-Fluoro-1H-indene|97%
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SKU: A225214
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Quality Control of [ 52031-15-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 52031-15-9 ]

SDS Specification

Alternatived Products of [ 52031-15-9 ]

Product Details of [ 52031-15-9 ]

CAS No. :	52031-15-9	MDL No. :	MFCD08544521
Formula :	C₉H₇F	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DUAUUKDYIHSGFG-UHFFFAOYSA-N
M.W :	134.15	Pubchem ID :	12640828
Synonyms :

Safety of [ 52031-15-9 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 52031-15-9 ]

* 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.

Upstream synthesis route of [ 52031-15-9 ]
Downstream synthetic route of [ 52031-15-9 ]

[ 52031-15-9 ] Synthesis Path-Upstream 1~7

1
[ 52085-92-4 ]
[ 52031-15-9 ]

Reference： [1] Patent: WO2013/33620, 2013, A1, . Location in patent: Page/Page column 72; 79

2
[ 52085-94-6 ]
[ 52031-15-9 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1973, p. 3092 - 3095
[2] Journal of Medicinal Chemistry, 2016, vol. 59, # 19, p. 8812 - 8829

3
[ 1481-32-9 ]
[ 52031-15-9 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1973, p. 3092 - 3095
[2] Journal of Medicinal Chemistry, 2016, vol. 59, # 19, p. 8812 - 8829

4
[ 459-32-5 ]
[ 52031-15-9 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1973, p. 3092 - 3095

5
[ 459-31-4 ]
[ 52031-15-9 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1973, p. 3092 - 3095

6
[ 772-70-3 ]
[ 52031-15-9 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1973, p. 3092 - 3095

7
[ 459-57-4 ]
[ 52031-15-9 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1973, p. 3092 - 3095

[ 52031-15-9 ] Synthesis Path-Downstream 1~25

1
[ 52085-94-6 ]
[ 52031-15-9 ]

Yield	Reaction Conditions	Operation in experiment
	With toluene-4-sulfonic acid; In toluene; at 120℃; for 1.5h;Dean-Stark;	General procedure: p-TsOH·H2O (544 mg, 2.86 mmol) was added to a solution of the above 6-methoxyindan-1-ol (4.70 g, 28.6 mmol) in toluene (125 mL).The mixture was heated to 120 C under Dean-Stark conditions for 90 min. The mixture was cooled to r.t., washed with H2O (2 × 125 mL) and sat. brine (75 mL), dried (Na2SO4) and evaporated to dryness to afford 5-methoxy-1H-indene (3.55 g, 85%) as a yellow oil.
	With pyridinium p-toluenesulfonate; In toluene; at 110℃;	A mixture of 6-fluoro-2,3-dihydro-1H-inden-1-ol (Int 1 b) (1.50 g, 9.86 mmol) and pyridinium p-toluenesulfonate (7.43 g, 29.60 mmol) in toluene (12 mL) was stirred at 1 10 C overnight. Water (50 mL) was added and the mixture was extracted with EtOAc (3 x 30 mL). The combined organic layers were dried over anhydrous Na2S04, filtered and concentrated to dryness to give the title compound as a brown oil.

Reference： [1]Bulletin de la Societe Chimique de France,1973,p. 3092 - 3095
[2]Journal of Medicinal Chemistry,2016,vol. 59,p. 8812 - 8829
[3]Synthesis,2018,vol. 50,p. 4963 - 4981
[4]Patent: WO2019/206800,2019,A1 .Location in patent: Page/Page column 59

3
[ 459-32-5 ]
[ 52031-15-9 ]

Reference： [1]Bulletin de la Societe Chimique de France,1973,p. 3092 - 3095

4
[ 1481-32-9 ]
[ 52031-15-9 ]

5
[ 459-31-4 ]
[ 52031-15-9 ]

Reference： [1]Bulletin de la Societe Chimique de France,1973,p. 3092 - 3095

6
[ 772-70-3 ]
[ 52031-15-9 ]

Reference： [1]Bulletin de la Societe Chimique de France,1973,p. 3092 - 3095

7
[ 459-57-4 ]
[ 52031-15-9 ]

Reference： [1]Bulletin de la Societe Chimique de France,1973,p. 3092 - 3095

8
[ 52031-15-9 ]
2-bromo-5-fluoro-indan-1-ol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With water; N-bromoacetamide; In tetrahydrofuran; at 20℃; for 15h;	To a stirred solution of 5-fluoro-1/-/-indene (5.30 g, 39.5 mmol, Bulletin De La Societe Chimique De France 1973, 3092.) in tetrahydrofuran (130 mL) and water (40 mL) was added lambda/-bromoacetamide (5.45 g, 39.5 mmol) at room temperature. The reaction mixture was stirred at the same temperature for 15 hours, and evaporated to remove tetrahydrofuran. The residue was diluted with water, and extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated in vacuum. The residual solid was triturated with hexane, and collected by filtration to give the title compound as a white solid (8.26 g, 90%).1H NMR (CDCI3, 270 MHz) delta: 7.05-7.24 (m, 2H), 6.86-7.05 (m, 1 H), 5.28 (s, 1 H), 4.27 (q, J = 5.4 Hz, 1 H), 3.53 (dd, J = 8.1 , 5.4 Hz, 1 H), 3.17 (dd, J = 8.1 , 5.4 Hz, 1 H), 2.60 (s, 1 H) ppm.

Reference： [1]Patent: WO2007/31860,2007,A1 .Location in patent: Page/Page column 48

9
[ 52031-15-9 ]
[ 1133458-20-4 ]
[ 1133458-13-5 ]

Reference： [1]Organic and Biomolecular Chemistry,2009,vol. 7,p. 706 - 716

10
[ 1122-17-4 ]
[ 52031-15-9 ]
[ 1133458-18-0 ]

Reference： [1]Organic and Biomolecular Chemistry,2009,vol. 7,p. 706 - 716

11
[ 52085-92-4 ]
[ 52031-15-9 ]

Yield	Reaction Conditions	Operation in experiment
	With toluene-4-sulfonic acid; In toluene; for 3.0h;Dean-Stark; Reflux;	The 5-fluoro -1 -indanol (18) (6.5 mmol) and 4-toluenesulfonic acid (0.03 mmol) were dissolved in toluene (20 mL). The mixture was refluxed under a Dean-Stark water collector for 3 hours then washed with 5% sodium sulfate (3 x 10 mL) and brine (1 x 15 mL). The organic phase was dried over anhydrous sodium sulfate, filtered and the solvent evaporated to give crude product 5- fluoro-1 H-indene (19) as a brown oil used directly in the following step.

Reference： [1]Patent: WO2013/33620,2013,A1 .Location in patent: Page/Page column 72; 79

12
[ 52031-15-9 ]
[ 1426652-99-4 ]

Reference： [1]Patent: WO2013/33620,2013,A1

13
[ 52031-15-9 ]
[ 1426653-96-4 ]

Reference： [1]Patent: WO2013/33620,2013,A1

14
[ 52031-15-9 ]
C₉H₇FO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hypochlorite; 4-Phenylpyridine 1-oxide; (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III); In dichloromethane; water; at 0 - 2℃; for 1h;	A stirred mixture of 5- fluoro-1 H-indene (19) (2.4 mmol), (R,R)-Jacobsen's catalyst (0.24 mmol) and 4-phenylpyridine N-oxide (0.24 mmol) in dichloromethane (2.0 mL) was cooled to 0 C. A cold aqueous solution of sodium hypochlorite (2 mL) was added in slowly with vigorous stirring while maintaining the reaction temperature between 0 - 2 C. Upon complete addition of the bleach, the reaction mixture was stirred for another one hour at 0 C. At this point, hexane (10 mL) was added in one portion with stirring and the reaction mixture was filtered through a pad of Celite on a large buchner funnel. The filtrate brown organic layer was washed with brine (2 x 10 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give crude epoxide (20) as a brown liquid (250 mg) used directly in the following step.

Reference： [1]Patent: WO2013/33620,2013,A1 .Location in patent: Page/Page column 72; 79

15
[ 52031-15-9 ]
[ 1426653-99-7 ]

Reference： [1]Patent: WO2013/33620,2013,A1

16
[ 52031-15-9 ]
rac-trans-(1,2)-2-bromo-6-fluoroindan-1-ol [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2016,vol. 59,p. 8812 - 8829

17
[ 52031-15-9 ]
rac-cis-(1a,6a)-3-fluoro-6,6a-dihydro-1aH-1-oxacyclopropa[a]indene [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2016,vol. 59,p. 8812 - 8829

18
[ 52031-15-9 ]
4-(rac-trans-(1,2)-6-fluoro-2-hydroxyindan-1-yl)piperazine-1-carboxylic acid tert-butyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2016,vol. 59,p. 8812 - 8829

19
[ 52031-15-9 ]
[ 1075-12-3 ]

Reference： [1]Synthesis,2018,vol. 50,p. 4963 - 4981

20
[ 52031-15-9 ]
C₉H₇FO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: A solution of 5-methoxy-1H-indene (2.40 g, 16.4 mmol) in MeOH (20mL) and CH2Cl2 (50 mL) was cooled to -78 C under N2. O3 (with O2 carrier gas) was bubbled through the solution for 30 min. An exotherm to -65 C occurred while the reaction was in progress; this subsided at the end of the reaction and a blue colouration of dissolved ozone was seen. Unreacted ozone was removed by flushing the reaction vessel with N2. NaHCO3 (1.75 g, 20.9 mmol) and Me2S (3.28 mL,44.3 mmol) were added. The cooling bath was removed and the mixture was stirred for 16 h at r.t.. Concd (28-30%) aq ammonia (20 mL)was added and the mixture stirred for a further 24 h. The mixture was extracted with CH2Cl2 (3 × 100 mL) and the combined organic phases were extracted with 5% aq HCl (2 × 100 mL). The combined aqueous phases were washed with CH2Cl2 (100 mL) and basified with Na2CO3 to pH 10 with stirring. An oil precipitated from solution; the mixture was extracted with CH2Cl2 (2 × 100 mL). The combined organic extractswere washed with sat. brine (50 mL), dried (MgSO4) and evaporated to afford the title compound 6 (1.27 g, 49%) as a brown oil,which was used without further purification.

Reference： [1]Synthesis,2018,vol. 50,p. 4963 - 4981

21
[ 52031-15-9 ]
C₂₃H₂₁FN₄O₄S [ No CAS ]

Reference： [1]Synthesis,2018,vol. 50,p. 4963 - 4981

22
[ 52031-15-9 ]
N-(2-cyanoethyl)-7-fluoro-1-(7-hydroxy-1H-indol-3-yl)-N-methylisoquinoline-2(1H)-sulfonamide [ No CAS ]

Reference： [1]Synthesis,2018,vol. 50,p. 4963 - 4981

23
[ 52031-15-9 ]
tert-butyl 5-fluoro-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate [ No CAS ]

Reference： [1]Patent: WO2019/206800,2019,A1

24
[ 52031-15-9 ]
5-fluoro-2,3-dihydrospiro[indene-1,4'-piperidine] trifluoroacetate [ No CAS ]

Reference： [1]Patent: WO2019/206800,2019,A1

25
[ 52031-15-9 ]
[ 118753-70-1 ]
tert-butyl 5-fluorospiro[indene-1,4'-piperidine]-1'-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
2.34 g		Step 3: tert-butyl 5-fluorospiro[indene-1,4'-piperidine]-1'-carboxylate (Int 1d) Lithium bis(trimethylsilyl)amide (21 mL, 1 M solution in THF) was added dropwise to a cooled solution of <strong>[52031-15-9]5-fluoro-1H-indene</strong> (Int 1c) (1.30 g, 9.70 mmol) in THF (20 mL) at 0 C. The mixture was stirred at 0 C under N2 for 1 h. tert-butyl bis(2-chloroethyl)carbamate (2.34 g, 9.70 mmol) dissolved in THF (2 mL) was added dropwise at 0 C and the mixture was stirred at the same temperature for 10 min. The mixture was stirred at rt overnight. Water (50 mL) was added and the mixture was extracted with EtOAc (3 x 30 mL). The combined organic layers were concentrated to dryness and the residue was purified by silica gel chromatography (gradient 0-50% DCM in PE) to give the title compound as a yellow solid.

Reference： [1]Patent: WO2019/206800,2019,A1 .Location in patent: Page/Page column 59

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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
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H221	Flammable gas
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H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
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H260	In contact with water releases flammable gases which may ignite spontaneously
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Health hazards
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H301	Toxic if swallowed
H302	Harmful if swallowed
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H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
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H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 52031-15-9 ] {[proInfo.proName]}

Quality Control of [ 52031-15-9 ]

Related Doc. of [ 52031-15-9 ]

Product Details of [ 52031-15-9 ]

Safety of [ 52031-15-9 ]

Application In Synthesis of [ 52031-15-9 ]

[ 52031-15-9 ] Synthesis Path-Upstream 1~7

[ 52031-15-9 ] Synthesis Path-Downstream 1~25

Related Functional Groups of [ 52031-15-9 ]

Fluorinated Building Blocks

Aryls

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
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