Sodium borohydride → 3,5-Difluoro-4-(morpholin-4-yl)aniline

HRID 1270337노트

반응식

HRID 1270337 반응식
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([F:11])[C:3]=1[N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1.[BH4-].[Na+]>CO.C(OCC)(=O)C.O.O.O.O.O.O.[Ni](Cl)Cl>[F:11][C:4]1[CH:5]=[C:6]([NH2:8])[CH:7]=[C:2]([F:1])[C:3]=1[N:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1

참가 물질

6

반응물 2

HCID 4311764Sodium borohydrideHCID 223856304-(2,6-Difluoro-4-nitrophenyl)morpholine

생성물 1

HCID 218781683,5-Difluoro-4-(morpholin-4-yl)aniline수율 90.1%

시약·촉매·용매 3

HCID 11791229Dichloronickel;hexahydrate촉매HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

Nickel chloride hexahydrate (2.32 g, 9.83 mmol) was added to a solution of 4-(2,6-difluoro-4-nitrophenyl)morpholine (1.2 g, 4.92 mmol), obtained in Preparation 1, in methanol (50 mL). NaBH4 (749 mg, 19.6 mmol) was added to the reaction mixture in portions and was allowed to stir at room temperature for 0.5 h. It was diluted with ethyl acetate (100 mL) and the organic portion was washed with water (60 mL×2) followed by brine (50 mL) and dried over sodium sulfate. Evaporation of the volatiles produced the title compound (0.95 g, 90%).

후처리

  1. washthe organic portion was washed with water (60 mL×2)
  2. dry with materialdried over sodium sulfate
  3. customEvaporation of the volatiles

출처 및 근거

ORD 기록
ord-6b151698277d482392ea75253e477f48
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07202254B2

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