1-Chloro-4-(3,4-difluorophenyl)-1-silacyclohexane → 4-(4-n-Heptyl-4-silacyclohexyl)-1,2-difluorobenzene
Reaction equation
Cl[SiH:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[C:10]([F:15])[CH:9]=2)[CH2:4][CH2:3]1>C1COCC1>[CH2:3]([SiH:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[C:10]([F:15])[CH:9]=2)[CH2:4][CH2:3]1)[CH2:4][CH2:5][CH2:8][CH2:9][CH2:10][CH3:11]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
3.0 g (20 mmol) of 1-bromo-n-heptane was dropped into a mixture of 0.5 g of magnesium (21 mmol) and 50 ml of THF to obtain Grignard reagent. This reagent was then dropped into a 50 ml THF solution of 4.9 g (20 mmol) of 4-(4-chloro -4-silacyclohexyl)-1,2-difluorobenzene to obtain 4-(4-n-heptyl -4-silacyclohexyl)-1,2-difluorobenzene. The product was a mixture of trans and cis isomers. They were separated by means of chromatography to obtain 5.3 g of the trans isomer (yield 93%).
Sources & evidence
- ORD record
- ord-4cdc8ae761b54484870bf725d5b3edc4
- Source dataset
- uspto-grants-1999_02
- Patent number
- US05868961
Reaction notes
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