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

HRID 567113노트

반응식

HRID 567113 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-3315afc3abdf4e7aac800e6cc6432e12
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06177443B1

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