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

HRID 228473ノート

反応式

HRID 228473 の反応式
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

参加物

3

反応物 2

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

生成物 1

HCID 266981,2,3,4-Tetrahydroisoquinolin-6-ol収率 100%

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-071bb065474646f98dbb78bad8de9ab9
出典データセット
uspto-grants-2009_07
特許番号
US07560463B2

反応ノート

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