Home Cart Sign in  
Chemical Structure| 202667-45-6 Chemical Structure| 202667-45-6

Structure of 202667-45-6

Chemical Structure| 202667-45-6

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 202667-45-6 ]

CAS No. :202667-45-6
Formula : C13H14
M.W : 170.25
SMILES Code : CC1=CC2=C(C1)C=C1CCCC1=C2
MDL No. :MFCD06797424
InChI Key :AHMSERHYRMNFKO-UHFFFAOYSA-N
Pubchem ID :10953964

Safety of [ 202667-45-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of [ 202667-45-6 ]

* 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 [ 202667-45-6 ]

[ 202667-45-6 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 156323-16-9 ]
  • [ 202667-45-6 ]
  • [ 247079-56-7 ]
  • 2
  • [ 246876-13-1 ]
  • [ 202667-45-6 ]
  • 3
  • [ 64723-43-9 ]
  • [ 202667-45-6 ]
  • [ 246876-15-3 ]
  • [ 167-02-2 ]
  • 4
  • [ 64723-43-9 ]
  • [ 202667-45-6 ]
  • [ 167-02-2 ]
  • [ 247079-56-7 ]
  • 6
  • [ 202667-44-5 ]
  • [ 202667-45-6 ]
  • 7
  • [ 75-78-5 ]
  • [ 202667-45-6 ]
  • [ 210286-31-0 ]
YieldReaction ConditionsOperation in experiment
84.8% Dimethylsilyl(2-methyl-5,6,7-trihydro-s-indacenyl)-(2,5-dimethyl-7H- cyclopenta [1 ,2-b ;4 ,3 -b' ] dithiophenyl)-ZrCl2 (C3); Synthesis of chlorodimethyl(2-methyl-l ,5,6,7 -tetrahydro-s-indacen-l-yl)silane; 10.5 g of 6-methyl-l,2,3,5-tetrahydro5-indacene (61.67 mmol) were dissolved at room temperature under nitrogen atmosphere in 30 mL of Et2O in a 100 mL Schlenk flask obtaining a brown-orange solution. The latter was cooled to 0i4C with an ice bath and added under stirring of 25.0 mL of a 2.5 M BuLi solution in hexane (62.50 mmol, n- BuLi/indacene = 1.01/1.00). At the end of the addition additional 10 mL Of Et2O and 10 mL of THF were slowly added at 0i4C in order to improve the stirring of the resulting <n="25"/>mixture. Then it was allowed to reach room temperature and stirred for 3 h at this temperature obtaining a dark brown suspension. Then the reaction mixture was cooled again to 0i4C and slowly added to a solution of 9.52 g OfMe2SiCl2 (Aldrich 99%, 73.8 mmol, 1.2 eq) in 20 mL OfEt2O, previously cooled to 00C too. At the end of the addition, the reaction mixture was allowed to reach room temperature and stirred for 16 h with final formation of a yellow-brown suspension. The latter was dried at 50C in vacuum giving a sticky orange-brown solid, which was added of 85 mL of anhydrous toluene: the resulting suspension was stirred for 45 min at room temperature and then filtered under nitrogen atmosphere on a G3 frit in order to remove LiCl as white solid. The filtrate resulted to be a clear orange-brown solution, which was dried at 600C in vacuum obtaining 13.75 g of the target product. The latter was used as such in the next step without further purification. Contained yield was 84.8%.
  • 8
  • trifluoromethanesulfonic acid 2-(2,5-dimethyl-7H-cyclopenta[1,2-b;4,3-b']dithiophen-7-yl)-ethyl ester [ No CAS ]
  • [ 202667-45-6 ]
  • 1-(2-methyl-5,6,7-trihydro-s-indacen-1-yl)-2-(2,5-dimethyl-cyclopenta[1,2-b;4,3-b']dithiophen-7-yl)-ethane [ No CAS ]
  • C26H30S2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
l-(2-Methyl-5,6,7-trihydro-s-indacen-l-yl)-2-(2,5-dimethyl cyclopenta [1,2- b;4,3-b']dithiophen-7yl)-ethane; To 3,20 g (18,4 mmol) of 6-methyl-l,2,3,5-tetrahydro-s-indacene in 30 ml of dry THF were added 11,5 ml methyllithium (18,4 mmol / 1,6M in diethylether) under argon and ice cooling. The solution was stirred for 2 h at rt and dropped to a solution of 7,30 g of trifiuoromethanesulfonic 2-(2,5-dimethyl-7H-11 <n="24"/>cyclopenta[l,2-b;4,3-b']dithiophen-7-yl)-ethyl ester in 50 ml of dry THF cooled to -600C. The mixture was stirred at rt over night, washed with sat. NH4CI and concentrated. The resulting redbrown oil was purified by column chromatography on silica (hexane:dichloromethane 6: 1) to get 2,40 g (5,96 mmol / 32%) of a yellow solid (mixture of double bond isomers 3:1). GCMS (EI): m/z = 402 (M+).1H-NMR (500.1 MHz, CD2Cl2: delta = 1.92-1.97 (m, 2 H, H-4), 2.04 (s, 3 H, H-6), 2.07 (quint, 2 H, 3J= 7.4 Hz, H-10), 2.55 (d, 3 H, 4J= 1.1 Hz, H-Ib), 2.55 (d, 3 H, 4J = 1.1 Hz, H-Ia), 2.59-2.62 (m, 2 H, H-5), 2.88 (t, 2 H, 3J = 7.4 Hz, H-9 or H-I l), 2.90 (t, 2 H, 3J= 7.4 Hz, H-9 or H-I l), 3.19-3.20 (m, 2 H, H-7), 3.94 (t, 1 H, 3J = 6.7 Hz, H-3), 6.80 (q, 2 H, 4J= 1.2 Hz, H-2), 7.07 (s, 1 H, H-8 or H-12), 7.20-7.20 (m, 1 H, H-8 or H-12).
  • 9
  • [ 1017573-41-9 ]
  • [ 202667-45-6 ]
  • dimethyl [(4bRS,9RS,9aSR)-5,6,7-trimethoxy-9a-methyl-2,3,4b,9,9a,10-hexahydro-1H-indeno[1,2-a]-s-indacen-9-yl]methyl}malonate [ No CAS ]
  • 10
  • [ 7623-10-1 ]
  • [ 496-11-7 ]
  • [ 202667-45-6 ]
YieldReaction ConditionsOperation in experiment
63.3% under the protection,AlCl3 (110 mmol, 14.61 g) was added to a 250 mL three-necked flask,After adding 130mLDichloromethane was stirred at -78 C, and indane (100 mmol, 11.82 g)With 2-methyl-3-chloropropionyl chloride(100 mmol, 12.82 g)Of methylene chloride solution,Reaction 24h,The reaction solution was slowly added to dilute hydrochloric acid to terminate the reaction,With saturated aqueous sodium carbonate solution, water,Saturated aqueous sodium chloride solution,Followed by extraction with 100 mL of dichloromethane,Combine organic phase,Dried over anhydrous magnesium sulfate for 2 h.Filtered, steamed and dried in vacuo to give 21.24 g of a white solid in 95.4% yield.The solid was slowly added to about 100 mL of concentrated sulfuric acid,Heated to 85 C, reflux.The reaction solution was slowly added to about 500 mL of ice water,Washed with saturated aqueous sodium carbonate solution to neutral, and filtered to give 14.83 g of terracotta solid, yield 83.4%.Ice water bath,The solid (79.6 mmol, 14.83 g) was dissolved in 100 mL of methanol,To this was slowly added sodium borohydride (160 mol, 6.05 g)Stirring reaction.Remove the methanol, add 100 mL of water, and use dilute hydrochloric acid to neutralize the pH.Extracted with 200 mL of dichloromethane, the combined organic phases were dried over anhydrous magnesium sulfate for 2 h.Filtered, steamed and dried in vacuo to give 12.83 g of a pale yellow solid in 85.2% yield.The solid (68 mmol, 12.83 g) was dissolved in about 150 mL of benzene,P-Toluenesulfonic acid (1.3 mmol, 0.25 g),Heated to 75 C and refluxed.Washed with saturated aqueous sodium carbonate solution to near neutral,The organic phase was dried over anhydrous magnesium sulfate for 2 h. The solid was removed by suction filtration, dried, dissolved with methylene chloride,Column chromatography was carried out using petroleum ether as eluent. To give 7.33 g of a pale yellow solid,Yield 63.3%
  • 11
  • [ 100-39-0 ]
  • [ 202667-45-6 ]
  • 7-benzyl-1,2,3,5-tetrahhydro-6-methyl-S-indacene [ No CAS ]
  • 5-benzyl-1,2,3,5-tetrahydro-6-methyl-S-indacene [ No CAS ]
YieldReaction ConditionsOperation in experiment
Argon under the protection,And dissolved in about 50 mL of tetrahydrofuran6-methyl-1,2,3,5-tetrahydrodicyclopentadiene and benzene(32 mmol, 5.44 g) at -78 & lt; 0 & gt; C,N-BuLi (2.5 mol / L, 12.8 mL) was added dropwise thereto,The reaction was stirred at room temperature for 24 h.To the reaction solution was added dropwise benzyl bromide (32 mmol, 5.47 g) at -78 C,The reaction was stirred at room temperature for 24 h. The reaction was quenched with 50 mL of saturated aqueous ammonium chloride solution,After tetrahydrofuran was distilled off, the mixture was extracted three times with 100 mL of ethyl acetate,The organic phases were combined and dried over anhydrous magnesium sulfate for 2 h.Filtration, concentration,The residue was purified by column chromatography using H silica gel,Take pure petroleum ether as eluent.To give 6.9 g of a pale yellow liquid in 82.8% yield.
  • 12
  • [ 100-39-0 ]
  • [ 106-93-4 ]
  • [ 202667-45-6 ]
  • C42H42 [ No CAS ]
  • C42H42 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Argon under the protection,And dissolved in about 50 mL of tetrahydrofuran6-methyl-1,2,3,5-tetrahydrodicyclopentadiene and benzene(32 mmol, 5.44 g) at -78 & lt; 0 & gt; C,N-BuLi (2.5 mol / L, 12.8 mL) was added dropwise thereto,The reaction was stirred at room temperature for 24 h.To the reaction solution was added dropwise benzyl bromide (32 mmol, 5.47 g) at -78 C,The reaction was stirred at room temperature for 24 h. The reaction was quenched with 50 mL of saturated aqueous ammonium chloride solution,After tetrahydrofuran was distilled off, the mixture was extracted three times with 100 mL of ethyl acetate,The organic phases were combined and dried over anhydrous magnesium sulfate for 2 h.Filtration, concentration,The residue was purified by column chromatography using H silica gel,Take pure petroleum ether as eluent.To give 6.9 g of a pale yellow liquid in 82.8% yield.Under the protection of argon, for about 50 ml tetrahydrofuran dissolving 7 - benzyl -6 - methyl - 1, 2, 3, 5 - dicyclopentadiene and rectifying section having anti 5 - benzyl -6 - methyl - 1, 2, 3, 5 - having anti dicyclopentadiene acene (30mmol, 7 . 81g), for -78 C, will be n - BuLi (2.5 mol/L, 12 ml) into the wherein the stirring reaction 24h. To the reaction is dropped in the 1, 2 - Dibromoethane (15mmol, 1 . 26 ml), restore the room temperature stirring reaction 24h. For 50 ml saturated ammonium chloride aqueous solution quenching reaction, evaporate tetrahydrofuran, for 100 ml dichloromethane extraction, the combined organic phase, anhydrous magnesium sulfate drying 2h, filter, evaporate the solvent, dichloromethane is used for dissolving, adding petroleum ether, by recrystallization to obtain a white solid 3.9g, yield 23.8%, for the two configurations of the mixture of isomers
  • 13
  • [ 100-39-0 ]
  • [ 10026-11-6 ]
  • [ 106-93-4 ]
  • [ 202667-45-6 ]
  • C42H40Cl2Zr [ No CAS ]
YieldReaction ConditionsOperation in experiment
28.3% under the protection,And dissolved in about 50 mL of tetrahydrofuran6-methyl-1,2,3,5-tetrahydrodicyclopentadiene and benzene(32 mmol, 5.44 g) at -78 & lt; 0 & gt; C,N-BuLi (2.5 mol / L, 12.8 mL) was added dropwise thereto,The reaction was stirred at room temperature for 24 h.To the reaction solution was added dropwise benzyl bromide (32 mmol, 5.47 g) at -78 C,The reaction was stirred at room temperature for 24 h. The reaction was quenched with 50 mL of saturated aqueous ammonium chloride solution,After tetrahydrofuran was distilled off, the mixture was extracted three times with 100 mL of ethyl acetate,The organic phases were combined and dried over anhydrous magnesium sulfate for 2 h.Filtration, concentration,The residue was purified by column chromatography using H silica gel,Take pure petroleum ether as eluent.To give 6.9 g of a pale yellow liquid in 82.8% yield.Argon under the protection,And dissolved in about 50 mL of tetrahydrofuran7-benzyl-6-methyl-1,2,3,5-tetrahydrodicyclopentadiene and benzene and 5-benzyl-6-methyl-1,2,3,5-tetrahydrobicyclo Pentadiene benzene (30 mmol, 7.81 g),N-BuLi (2.5 mol / L, 12 mL) was added dropwise at -78 C,Stirring reaction 24hAnd the reaction mixture was added dropwise1,2-dibromoethane (15 mmol, 1.26 mL) was added and the reaction was stirred at room temperature for 24 h. The reaction was quenched with 50 mL of saturated aqueous ammonium chloride solution and the tetrahydrofuran was distilled off,Extracted with 100 mL of dichloromethane, the organic phases were combined,Dried over anhydrous magnesium sulfate for 2 h, filtered, the solvent was evaporated, dissolved with methylene chloride,The petroleum ether was added and recrystallized to give 3.9 g of a white solid in 23.8% yield as a mixture of two isomeric isomers.Under protection of argon, for about 30 ml anhydrous ethyl ether dissolved ligand L1 and its isomer (1.5mmol, 0 . 77g), -78 C, will be n - BuLi (2.5 mol/L, 1.3 ml) into the wherein the stirring reaction 48h. In -78 C, in the fluid enters ZrCl to the reaction4(1.5 muM, 0 . 36g), recovery room temperature stirring reaction 48h. To remove the solvent, by adding 45 ml dichloromethane to dissolve the reaction product, centrifugal, concentrating the obtained clear solution, adding hexane, for -20 C recrystallization to obtain meso - C1 0.30g orange crystal, yield 28.3%.
  • 14
  • [ 100-39-0 ]
  • [ 202667-45-6 ]
  • 5-benzyl-1,2,3,5-tetrahydro-6-methyl-S-indacene [ No CAS ]
YieldReaction ConditionsOperation in experiment
72.7% 4.20 g of <strong>[202667-45-6]6-methyl-1,2,3,5-tetrahydro-s-indacene</strong> was placed in a Schlenk flask, dissolved in 60 mL of ether, and added dropwise 11.2 mL (2.2 mol/L) in a liquid nitrogen-ethanol bath. ) n-butyllithium in n-hexane and stir the reaction overnight.Under ice-cooling, 4.22 g of benzyl bromide in 20 mL of diethyl ether was added and stirred for 3 d at room temperature, using 30 mL of saturated NH.4The reaction was quenched with aqueous Cl and the aqueous phase was extracted with 45 mL of ethyl ether. The organic phase was dried over anhydrous MgSO4.4After drying, the solvent was removed and the column was separated to give 4.67 g of pale yellow liquid. The yield was about 72.7%.
  • 15
  • [ 100-39-0 ]
  • [ 202667-45-6 ]
  • C35H32 [ No CAS ]
 

Historical Records

Technical Information

Categories