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

HRID 480567

반응식

HRID 480567 반응식
[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

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 137542835-Methoxyisoquinoline

생성물 1

HCID 139482495-Methoxy-1,2,3,4-tetrahydroisoquinoline수율 95%

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매HCID 702Ethanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-934d6f78299e494b95a70a5c272746ec
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06653302B2

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