Sodium borohydride → 6-Methoxy-1-thiophen-2-yl-1,2,3,4-tetrahydroisoquinoline

HRID 397051노트

반응식

HRID 397051 반응식
[BH4-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:11]([C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)=[N:10][CH2:9][CH2:8]2>CO>[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]([C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)[NH:10][CH2:9][CH2:8]2

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 108002866-Methoxy-1-thiophen-2-yl-3,4-dihydroisoquinoline

생성물 1

HCID 51632326-Methoxy-1-thiophen-2-yl-1,2,3,4-tetrahydroisoquinoline수율 89%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium borohydride (0.916 g, 24.2 mmol) was added in small portions to a solution of 6-methoxy-1-thiophen-2-yl-3,4-dihydroisoquinoline (1.470 g, 6.04 mmol) in MeOH (50 ml) at 0° C. The reaction mixture was stirred for 30 min, warmed to rt and stirred at rt for 21 hr, then quenched by the dropwise addition of H2O (10 ml). Excess MeOH was removed by evaporation and the resulting aqueous solution was extracted with CHCl3 (4×10 ml). The combined extracts were dried over MgSO4 and concentrated in vacuo to give 1.316 g (89% yield) of yellow solid.

후처리

  1. stirringstirred at rt for 21 hr
  2. customquenched by the dropwise addition of H2O (10 ml)
  3. customExcess MeOH was removed by evaporation
  4. extractionthe resulting aqueous solution was extracted with CHCl3 (4×10 ml)
  5. dry with materialThe combined extracts were dried over MgSO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-512fec893adc4ee89ba59f9e1add20a5
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608203B2

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