HCID 123760071, compound → HCID 123166039, compound

HRID 2209368Notes

Reaction equation

HRID 2209368 reaction equation
Cl[SiH:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1>C1COCC1>[CH2:8]([CH:5]1[CH2:6][CH2:7][SiH:2]([SiH:2]2[CH2:7][CH2:6][CH:5]([C:8]3[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=3)[CH2:4][CH2:3]2)[CH2:3][CH2:4]1)[CH2:9][CH3:10]

Participants

3

Reactant 1

HCID 123760071HCID 123760071, compound

Product 1

HCID 123166039HCID 123166039, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.4 g (20 mmol) of 4-n-propylsilacyclohexyl bromide was dropped into a mixture of 0.5 g of magnesium (21 mmol) and 50 ml of THF to obtain Grignard reagent. This solution was then dropped into a 50 ml THF solution of 5.6 g (20 mmol) of 4-(4-chloro-4-silacyclohexyl)-1-trifluoromethylbenzene to obtain 4-(4-(4-n-propylsilacyclohexyl)-4-silacyclohexyl)-1-trifluoromethylbenzene. The silacyclohexane rings of this product were a mixture of trans and cis isomers. They were separated by means of chromatography to obtain 6.5 g of the trans-trans isomer (yield 85%).

Sources & evidence

ORD record
ord-82b404d5af2b4cd59ceed7ef11683585
Source dataset
uspto-grants-1995_10
Patent number
US05454977

Reaction notes

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