Sodium borohydride → 1-(4-Trifluoromethoxyphenyl)-1,2,3,4-tetrahydro-isoquinoline

HRID 567113ノート

反応式

HRID 567113 の反応式
[F:1][C:2]([F:21])([F:20])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:13][CH2:12][N:11]=2)=[CH:6][CH:5]=1.[BH4-].[Na+]>CO>[F:21][C:2]([F:1])([F:20])[O:3][C:4]1[CH:5]=[CH:6][C:7]([CH:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:13][CH2:12][NH:11]2)=[CH:8][CH:9]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 212643761-(4-Trifluoromethoxyphenyl)-3,4-dihydro-isoquinoline

生成物 1

HCID 212644061-(4-Trifluoromethoxyphenyl)-1,2,3,4-tetrahydro-isoquinoline

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The above 1-(4-trifluoromethoxyphenyl)-3,4-dihydro-isoquinoline (0.40 g, 1.4 mmol) was dissolved in methanol (20 mL) and sodium borohydride (0.08 g, 2.1 mmol) was added slowly. The reaction mixture was stirred at room temperature for 2.5 hours. The mixture was evaporated in vacuo, redissolved in 1 N NaOH (20 mL) and extracted with dichloromethane (50 mL). The organic phase was dried (MgSO4), filtered and evaporated in vacuo. The remaining oil (0.35 g) was purified by column chromatography on silica gel eluting with a mixture of dichloromethane and methanol (9:1). This afforded 0.56 g (56%) of the title compound.

後処理

  1. customThe mixture was evaporated in vacuo
  2. dissolutionredissolved in 1 N NaOH (20 mL)
  3. extractionextracted with dichloromethane (50 mL)
  4. dry with materialThe organic phase was dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customThe remaining oil (0.35 g) was purified by column chromatography on silica gel eluting with a mixture of dichloromethane and methanol (9:1)

出典と根拠

ORDレコード
ord-3315afc3abdf4e7aac800e6cc6432e12
出典データセット
uspto-grants-2001_01
特許番号
US06177443B1

反応ノート

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