반응 #321535

반응 방정식

Na2CO3

phenylboric acid

2,3-dibromothiophene

→

3-bromo-2-phenylthiophene

수율 47.0%

용매

ethanol

benzene

반응 조건

후처리

1. 1
   온도The mixture was heated
2. 2
   온도at reflux for 12 hours
3. 3
   기타The aqueous layer of the crude mixture was removed
4. 4
   workup.ADDITIONthe organic layer was diluted with Et2O (200 ml)
5. 5
   세척washed with 1N NaOH (2×150 ml)
6. 6
   건조was dried (MgSO2)
7. 7
   여과filtered
8. 8
   기타the solvent was evaporated
9. 9
   기타The residue was chromatographed

실험 절차

Tetrakis (triphenylphosphine) palladium (400 mg), Na2CO3 (4M, 80 ml, 320 mmol) and phenylboric acid (3.81 g, 30.3 mmol) as a solution in ethanol (80 ml) were sequentially added to a solution of 2,3-dibromothiophene (7.33 g, 30.3 mmol) in benzene (100 ml). The mixture was heated at reflux for 12 hours. The aqueous layer of the crude mixture was removed and the organic layer was diluted with Et2O (200 ml), washed with 1N NaOH (2×150 ml) and was dried (MgSO2), filtered and the solvent was evaporated. The residue was chromatographed using hexane as the eluent to give 3-bromo-2-phenylthiophene as a clear oil (3.31 g, 47% yield).

출처