反应详情

n-Butyl lithium (a 2.5M solution in tetrahydrofuran; 0.42 ml, 1.04 mmol) was added dropwise to a solution of 4-(4,4-dibromo-3-butenyl)-2-triethylsilylfuran (200 mg, 0.51 mmol) in tetrahydrofuran (8 ml) at -78 degrees under argon. After 2 hours, a solution of 1-dodecanal (102 mg, 0.56 mmol) in tetrahydrofuran (1 ml) was added. Stirring was continued for 14 hours, while the cooling bath attained room temperature. The mixture was quenched with water and was extracted with ethyl ether. Evaporation of the dried (magnesium sulfate) extracts gave a residue, which was purified by a silica column with 15% ethyl ether/hexane to give the titled alcohol.

1. waitwas continued for 14 hours, while the cooling bath attained room temperature
2. customThe mixture was quenched with water
3. extractionwas extracted with ethyl ether
4. customEvaporation of the
5. dry with materialdried (magnesium sulfate)
6. customextracts gave a residue, which
7. customwas purified by a silica column with 15% ethyl ether/hexane