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

HRID 250748

반응식

HRID 250748 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
75 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9f13736c3cc0452799f7c738cd081826
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863310B2

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