Hydrochloric Acid → HCID 178444219, compound

Participants

Reaction Steps

Subsequently, the reaction mixture was concentrated, to which 200 ml of hexane was added thereby permitting secondarily produced triethylamine hydrochloride to be precipitated and separated by filtration. The resultant filtrate was concentrated to obtain 28.2 g of 4-(p-fluorophenyl)-1-n-heptyl-1-isopropoxy-1-silacyclohexane. This silacyclohexane product was dissolved in 100 ml of THF and was added to 100 ml of a THF solution of 10.9 g of lithium aluminohydride, followed by agitation under reflux for 2 hours. The cis-trans isomer mixture was subjected to quantitative gas-chromatographic analysis in the same manner as set out in Example 1, revealing that a ratio of the cis isomer (retention time: 5.65 minutes) and the trans isomer (retention time: 5.71 minutes) was 15.85. The reaction mixture was poured into 200 ml of 5% hydrochloric acid and extracted with ethyl acetate. The extract was subjected to ordinary procedures of washing with brine, drying and concentration, followed by purification through silica gel chromatography to obtain 19.0 g of the intended product (yield: 72.6%). The result of IR and 13C-NMR analysis of the product are shown below.

Provenance & Evidence