反应详情

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.

1. stirringthe mixture was stirred at room temperature for one hour
2. extractionextracted with ethyl ether
3. customthe organic phase decanted off
4. dry with materialdried over magnesium sulfate
5. customevaporated
6. customThe residue obtained
7. customwas purified by chromatography on a silica column
8. washeluted with a mixture of ethyl ether and heptane (40/60)
9. custom380 mg (28%) of the expected compound were recovered in the form of an oil
10. customafter evaporation of the solvents