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

HRID 1270337ノート

反応式

HRID 1270337 の反応式
[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

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 11791229Dichloronickel;hexahydrate触媒HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-6b151698277d482392ea75253e477f48
出典データセット
uspto-grants-2007_04
特許番号
US07202254B2

反応ノート

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