تفاعل #1857588
ord-acfc42632cdb4413a41b3db25de31c4f
معادلة التفاعل
water
1-bromo-3-fluoro-2-vinylbenzene
n-butyllithium
water
N,N-dimethylformamide
→
3-fluoro-2-vinylbenzaldehyde
الكواشف
لا شيء
المذيبات
ظروف التفاعل
درجة الحرارة
-78°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1درجة الحرارةwarmed to room temperature
- 2استخلاصextracted with ethyl acetate
- 3تجفيفThe combined organic phases were dried over sodium sulphate
- 4تركيزconcentrated
- 5أخرىPurification by column chromatography
الإجراء التجريبي
To a solution of 1-bromo-3-fluoro-2-vinylbenzene (900 mg) in THF (40 ml) was added dropwise, at −78° C., n-butyllithium (3.4 ml 1.6 M/hexane). After 60 minutes, N,N-dimethylformamide (0.69 ml) was added dropwise at −78° C. After stirring at −78° C. for 60 minutes, the reaction mixture was admixed with water and then warmed to room temperature. Then the mixture was admixed with water and extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated. Purification by column chromatography gives 3-fluoro-2-vinylbenzaldehyde (160 mg).