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Hydrochloric Acid → Ethyl 2-amino-4-bromo-6-(trifluoromethyl)phenyl[3-(trifluoromethyl)benzyl]carbamate

HRID 495654
ノート
印刷プレビュー

反応式

HRID 495654 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([N:12]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[CH:20]=2)[C:13](=[O:17])[O:14][CH2:15][CH3:16])=[C:4]([N+:29]([O-])=O)[CH:3]=1.[BH4-].[Na+].Cl.C(=O)(O)[O-].[Na+]>CO.O.O.O.O.O.O.[Ni](Cl)Cl>[NH2:29][C:4]1[CH:3]=[C:2]([Br:1])[CH:7]=[C:6]([C:8]([F:9])([F:10])[F:11])[C:5]=1[N:12]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:28])([F:26])[F:27])[CH:20]=1)[C:13](=[O:17])[O:14][CH2:15][CH3:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 4311764Sodium borohydrideHCID 22327411Ethyl 4-bromo-2-nitro-6-(trifluoromethyl)phenyl[3-(trifluoromethyl)benzyl]carbamate

生成物 1

HCID 22327386Ethyl 2-amino-4-bromo-6-(trifluoromethyl)phenyl[3-(trifluoromethyl)benzyl]carbamate収率 100.4%

試薬・触媒・溶媒 2

HCID 11791229Dichloronickel;hexahydrate触媒
HCID 887Methanol溶媒

実験手順

To a solution of ethyl 4-bromo-2-nitro-6-(trifluoromethyl)phenyl[3-(trifluoromethyl)benzyl]carbamate (225.7 mg) and nickel(II) chloride hexahydrate (211.9 mg) in methanol (5 ml) was added sodium borohydride (71.7 mg) in an ice bath. After the mixture was stirred for 10 minutes, 1N hydrochloric acid was added. The mixture was basified with saturated aqueous sodium bicarbonate solution and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title compound (213.4 mg, quantitative yield).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-caa9a37731cd40e29bc404388b356a7d
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06939887B2

反応ノート

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