반응 #2716

반응 방정식

DMF

2,2-dimethyl-4(5-methyl-thien-2-yl)-6-bromo-chrom-3-ene

Compound R

2,2-dimethyl-4(5-methyl-thien-2-yl)-6-bromo-chrom-3-ene

t-BuLi

→

title compound

2,2-Dimethyl-4(5-methyl-thien-2-yl)-chrom-3-en-6-al

용매

ethyl acetate

THF

pentane

반응 조건

후처리

1. 1
   세척washed with brine (10 mL)
2. 2
   기타dried
3. 3
   기타the solvent was removed by evaporation
4. 4
   기타Purification by chromatography on silica gel column

실험 절차

To a cold (-78° C.) solution of 2,2-dimethyl-4(5-methyl-thien-2-yl)-6-bromo-chrom-3-ene (Compound R, 1.2 g, 3.6 mmol) in THF (10 mL), was added t-BuLi in pentane (1.7M solution, 2.3 mL). After 30 minutes, DMF (465 mg, 5 mmol) was added and the mixture was allowed to warm to ambient temperature and stirred for 3 hours. The mixture was diluted with ethyl acetate (150 mL), washed with brine (10 mL), dried and the solvent was removed by evaporation. Purification by chromatography on silica gel column gave the title compound as a colorless oil.

출처