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

HRID 397051ノート

反応式

HRID 397051 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-512fec893adc4ee89ba59f9e1add20a5
出典データセット
uspto-grants-2003_08
特許番号
US06608203B2

反応ノート

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