Hydrochloric Acid → HCID 53801422, compound

Participants

Reaction Steps

1 g (3.8 mmol) of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylglyoxylic acid and 10 ml of DMSO were introduced into a three-necked flask under a nitrogen stream. 2.37 ml of n-BuLi (1.6 M in hexane) were added dropwise and the mixture was stirred at room temperature for 15 minutes. 2 g (4.5 mmol) of n-heptyltriphenylphosphine bromide were then added and 2.85 ml (4.5 mmol) of n-BuLi (1.6 M in hexane) were added dropwise and the mixture was stirred at room temperature for one hour. The reaction medium was poured into water, adjusted to pH 1 with hydrochloric acid, extracted with ethyl ether, the organic phase decanted off, dried over magnesium sulfate and evaporated. The residue obtained was purified by chromatography on a silica column, eluted with a mixture of ethyl ether and heptane (40/60). 380 mg (28%) of the expected compound were recovered in the form of an oil after evaporation of the solvents.

Provenance & Evidence