Hydrogen Bromide → 1,2,3,4-Tetrahydroisoquinolin-6-ol

HRID 228473

반응식

HRID 228473 반응식
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][NH:8][CH2:7][CH2:6]2.Br>>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][NH:8][CH2:7][CH2:6]2

참가 물질

3

반응물 2

HCID 260Hydrogen BromideHCID 393566-Methoxy-1,2,3,4-tetrahydroisoquinoline

생성물 1

HCID 266981,2,3,4-Tetrahydroisoquinolin-6-ol수율 100%

실험 절차

Combine 6-Methoxy-1,2,3,4-tetrahydro-isoquinoline (5.0, 20.5 mmol) and 48% HBr(aq), 20 ml at room temperature. After the reaction refluxes for 24 hours, cool the reaction to room temperature and concentrate under reduced pressure. Triturate with ethyl acetate and filter to afford 5.5 g, 20.5 mmol (99% yield) of the title compound as a tan solid: 1H NMR (500 MHz, DMSO); 2.8-2.9 (2H, m), 3.3-3.4 (2H, m), 4.1 (2H, s), 6.5-6.7 (2H, m), 6.9-7.1 (1H, m), 8.8-9.0 (2H, br s), 9.4-9.5 (1H, s).

후처리

  1. customat room temperature
  2. temperaturecool
  3. customthe reaction to room temperature
  4. concentrationconcentrate under reduced pressure
  5. customTriturate with ethyl acetate
  6. filtrationfilter

출처 및 근거

ORD 기록
ord-071bb065474646f98dbb78bad8de9ab9
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560463B2

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