반응 #1949930

반응 방정식

DMF

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

Compound T

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

n-BuLi

→

title compound

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

용매

THF

hexane

반응 조건

후처리

1. 1
   기타recooled to −78° C
2. 2
   기타The reaction was quenched
3. 3
   workup.ADDITIONby adding water (10 mL) and ethy lacetate (100 mL)
4. 4
   세척The organic layer was washed with brine (10 mL)
5. 5
   기타dried
6. 6
   기타the solvent was removed by distillation

실험 절차

To a cold (−78° C.) solution of 2,2-dimethyl-4(2-methyl-thien-5-yl)-6-bromo-thiochrom-3-ene (Compound T, 430 mg, 1.2 mmol) in THF (12 mL) was added n-BuLi in hexane (1.6 M solution, 1 mL). The mixture was gradually warmed to ambient temperature over 1 hour and recooled to −78° C. To this solution was added DMF (220 mg, 3 mmol) and the mixture was stirred at ambient temperature for 16 hours. The reaction was quenched by adding water (10 mL) and ethy lacetate (100 mL). The organic layer was washed with brine (10 mL), dried and the solvent was removed by distillation to obtain the title compound as a pale yellow oil.

출처