반응 #2446133

ord-ec5409d66481487da9ba95ba39185a04

반응 방정식

CCOCC
ether
O=C1CCc2ccccc2N1
3,4-dihydro-1H-quinolin-2-one
O=C1CCC(=O)N1Br
N-bromosuccinimide
O
water
O=C1CCc2cc(Br)ccc2N1
6-Bromo-3,4-dihydro-1H-quinolin-2-one

용매

반응 조건

온도
0°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출the solution was extracted with ethyl acetate (3×150 ml)
  2. 2
    세척The organic phase was washed with water (2×200 ml)
  3. 3
    건조dried over MgSO4
  4. 4
    기타evaporated
  5. 5
    기타affording a yellow solid which
  6. 6
    기타was 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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08685960B2uspto-grants-2014_04