تفاعل #76328

معادلة التفاعل

toluene

3-bromofuran

3-formylphenylboronic acid

K2CO3

→

3-(3-furanyl)benzaldehyde

المردود 10.0%

المذيبات

water

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe slurry was heated
2. 2
   درجة الحرارةto reflux under argon for 2 h
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   غسيلThe organic layer was washed with brine
5. 5
   تجفيفdried (MgSO4)
6. 6
   أخرىevaporated to an oil
7. 7
   أخرىPurification by flash chromatography on silica gel eluting with 5% ethyl acetate in hexane

الإجراء التجريبي

Ex-601A) To a toluene (10 mL) solution of 3-bromofuran (0.54 mL, 6.0 mmol) was added 3-formylphenylboronic acid (1.00 g, 6.7 mmol) and DMF (4 mL). To the resulting solution was added K2CO3 (1.85 g, 13.4 mmol) and Pd(PPh3)4 (0.40 g, 0.35 mmol). The slurry was heated to reflux under argon for 2 h. The cooled mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried (MgSO4) and evaporated to an oil. Purification by flash chromatography on silica gel eluting with 5% ethyl acetate in hexane gave 0.10 g (10%) of the desired 3-(3-furanyl)benzaldehyde product as a yellow oil. MS: m/z=173.0 [M+H]+.

المصدر