7-(Benzyloxy)isoquinoline → 7-(Benzyloxy)-1,2,3,4-tetrahydroisoquinoline

HRID 1940568ノート

反応式

HRID 1940568 の反応式
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][N:15]=[CH:16]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.[Pt]=O>[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH2:13][CH2:14][NH:15][CH2:16]2)=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 1

HCID 211924457-(Benzyloxy)isoquinoline

生成物 1

HCID 214630147-(Benzyloxy)-1,2,3,4-tetrahydroisoquinoline収率 64%

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒HCID 887Methanol溶媒

実験手順

7-Benzyloxyisoquinoline (1.5 g, 6.37 mmol) in methanol (100 ml) was hydrogenated at 50 psi on a Parr apparatus using platinum oxide (100 mg) as catalyst. The catalyst was collected by filtration, the filtrate evaporated under reduced pressure to give an oil which crystallised on treatment with hexane/diethyl ether to give the title compound (0.96 g, 64%); δH (CDCl3) 2.72 (2H, t, J 6 Hz, CH2), 3.11 (2H, t, J 6 Hz, CH2), 3.90 (2H, s, CH2), 6.62 (1H, d, J 2.25 Hz, tetrahydroisoquinolinyl H), 6.78 (1H, dd, J 5.75, 2.75 Hz, tetrahydroisoquinolinyl H), 6.99 (1H, d, J 9.25 Hz, tetrahydroisoquinolinyl H), and 7.25-7.43 (5H, m, ArH).

後処理

  1. filtrationThe catalyst was collected by filtration
  2. customthe filtrate evaporated under reduced pressure
  3. customto give an oil which
  4. customcrystallised on treatment with hexane/diethyl ether

出典と根拠

ORDレコード
ord-3201db18bb334fb4a3e432ad9fa7efd5
出典データセット
uspto-grants-1997_12
特許番号
US05700809

反応ノート

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