Hydrochloric Acid → 5-Methoxy-1,2,3,4-tetrahydroisoquinoline

HRID 840146

反応式

HRID 840146 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][N:7]=[CH:8]2.Cl>CCO.[Pt]=O>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][NH:7][CH2:8]2

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 137542835-Methoxyisoquinoline

生成物 1

HCID 139482495-Methoxy-1,2,3,4-tetrahydroisoquinoline収率 95%

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒HCID 702Ethanol溶媒

実験手順

To a solution of the product of step (a) (6.11 g, 384 mmol) in EtOH (200 ml) was added platinum oxide (0.611 g) followed by concentrated HCl (3.2 ml, 38.4 mmol). The reaction mixture was hydrogenated at 345 kPa (50 p.s.i.) at room temperature for 4 h after which time the catalyst was filtered off and washed with EtOH. The filtrate was evaporated under reduced pressure to afford the subtitle compound as a colourless solid (7.27 g, 95%). 1H NMR (D6-DMSO) δ: 2.80 (2H, m), 3.35 (2H, m), 3.80 (3H, s), 4.20 (2H, s), 6.80 (1H, d), 6.90 (1H, d), 7.20 (1H, t), 9.45 (2H, bs).

後処理

  1. filtrationafter which time the catalyst was filtered off
  2. washwashed with EtOH
  3. customThe filtrate was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-4898dd8c83dc4db880dad110fb6ed90e
出典データセット
uspto-grants-2002_04
特許番号
US06365599B1

関連ノート

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