تفاعل #2720

معادلة التفاعل

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

المذيبات

THF

hexane

ظروف التفاعل

المعالجة

1. 1
   أخرىrecooled to -78° C
2. 2
   أخرىThe reaction was quenched
3. 3
   workup.ADDITIONby adding water (10 mL) and ethy lacetate (100 mL)
4. 4
   غسيلThe organic layer was washed with brine (10 mL)
5. 5
   أخرىdried
6. 6
   أخرىthe solvent was removed by distillation

الإجراء التجريبي

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 (1.6M 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.

المصدر