반응 #2712

반응 방정식

DMF

2,2-dimethyl-4(tol-4-yl)-6-bromo-chrom-3-ene

Compound P

2,2-dimethyl-4(tol-4-yl)-6-bromo-chrom-3-ene

t-BuLi

→

title compound

2,2-Dimethyl-4(tol-4-yl)-chrom-3-en-6-al

용매

ethyl acetate

THF

pentane

반응 조건

후처리

1. 1
   workup.STIRRINGstirred for 3 hours
2. 2
   세척washed with brine (10 mL)
3. 3
   기타dried
4. 4
   기타the solvent was removed by evaporation
5. 5
   기타Purification by chromatography on silica gel column

실험 절차

To a cold (-78° C.) solution of 2,2-dimethyl-4(tol-4-yl)-6-bromo-chrom-3-ene (Compound P, 480 mg, 1.45 mmol) in THF (10 mL), was added t-BuLi in pentane (1.7M solution, 1.1 mL) and the mixture was stirred for 30 minutes. DMF (200 mg, 2.9 mmol) was added, the mixture was warmed to ambient temperature and stirred for 3 hours. The reaction 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