반응 #2446133
ord-ec5409d66481487da9ba95ba39185a04
반응 방정식
ether
3,4-dihydro-1H-quinolin-2-one
N-bromosuccinimide
water
→
6-Bromo-3,4-dihydro-1H-quinolin-2-one
반응 조건
온도
0°CELSIUS
상세 조건
See reaction.notes.procedure_details.
후처리
- 1추출the solution was extracted with ethyl acetate (3×150 ml)
- 2세척The organic phase was washed with water (2×200 ml)
- 3건조dried over MgSO4
- 4기타evaporated
- 5기타affording a yellow solid which
- 6기타was purified
실험 절차
To a solution of 3,4-dihydro-1H-quinolin-2-one (10.0 g, 67.9 mmol) in 100 ml dry DMF was added dropwise a solution of N-bromosuccinimide (12.7 g, 71.3 mmol) in 150 ml dry DMF at 0° C. The mixture was stirred at 0° C. for 2 h, then 400 ml water was added and the solution was extracted with ethyl acetate (3×150 ml). The organic phase was washed with water (2×200 ml), then dried over MgSO4 and evaporated, affording a yellow solid which was purified by washing with cold ether providing pure 6-bromo-3,4-dihydro-1H-quinolin-2-one (13.6 g, 60.3 mmol, 89%) as colorless needles.