반응 #52908

반응 방정식

Water

n-BuLi

1,3-Dimethoxybenzene

(MeO)3B

→

2,6-dimethoxybenzeneboronic acid

용매

acetic acid

THF

반응 조건

후처리

1. 1
   온도warmed to room temperature
2. 2
   workup.STIRRINGstirred for 1 h
3. 3
   온도The resulting mixture was cooled again to −78° C.
4. 4
   온도to warm to room temperature
5. 5
   workup.STIRRINGstirred overnight
6. 6
   workup.STIRRINGthe mixture was stirred for 0.5 h
7. 7
   추출extracted with EtOAc
8. 8
   건조The extract was dried (MgSO4)
9. 9
   기타evaporated

실험 절차

1,3-Dimethoxybenzene (4 g) was dissolved in freshly distilled THF (10 mL). This solution was cooled to −78° C. and n-BuLi (24 mL, 1.6 M solution in hexanes) was added dropwise to the cold solution. The mixture was stirred at −78° C. for 1 h, then warmed to room temperature and stirred for 1 h. The resulting mixture was cooled again to −78° C. and (MeO)3B (6.7 mL) was added. The mixture was allowed to warm to room temperature and stirred overnight. Water (10 mL) was added, and the mixture was stirred for 0.5 h, acidified to pH 4 with acetic acid and extracted with EtOAc. The extract was dried (MgSO4) and evaporated to give 2,6-dimethoxybenzeneboronic acid, which was used without further purification.

출처