Water → (5-Chloro-2-nitrophenyl)-(1-(R)-methyl-2,2-dimethylpropyl)amine

HRID 250748

反応式

HRID 250748 の反応式
[NH2:1][C@@H:2]([C:4]([CH3:7])([CH3:6])[CH3:5])[CH3:3].C(=O)([O-])[O-].[K+].[K+].O.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[C:18](F)[CH:17]=1>C1COCC1>[Cl:15][C:16]1[CH:17]=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[C:20]([NH:1][C@H:2]([CH3:3])[C:4]([CH3:7])([CH3:6])[CH3:5])[CH:21]=1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 696914-Chloro-2-fluoro-1-nitrobenzeneHCID 5324845(R)-3,3-Dimethyl-2-aminobutane

生成物 1

HCID 66869060(5-Chloro-2-nitrophenyl)-(1-(R)-methyl-2,2-dimethylpropyl)amine収率 100.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
75 °C

実験手順

Add 2-(R)-amino-3,3-dimethylbutane (20 mL, 0.148 mol), potassium carbonate (14.3 g, 0.104 mol) and water (50 mL) to a solution of 4-chloro-2-fluoronitrobenzene (13.3 g, 0.076 mol) in THF (450 mL) and stir at 75° C. for 3 h Cool to ambient temperature. Concentrate to ½ volume, dilute with ethyl acetate and wash with 1N HCl (4×100 mL), water, saturated sodium bicarbonate, saturated sodium chloride, dry with magnesium sulfate and concentrate to give the title compound as an orange solid (19.6 g, quant).

後処理

  1. temperatureCool to ambient temperature
  2. concentrationConcentrate
  3. additiondilute with ethyl acetate
  4. washwash with 1N HCl (4×100 mL), water, saturated sodium bicarbonate, saturated sodium chloride
  5. dry with materialdry with magnesium sulfate
  6. concentrationconcentrate

出典と根拠

ORDレコード
ord-9f13736c3cc0452799f7c738cd081826
出典データセット
uspto-grants-2011_01
特許番号
US07863310B2

関連ノート

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