Water → Ethyl 2-amino-4-bromo-6-(trifluoromethyl)phenyl(2,4-dimethoxybenzyl)carbamate

HRID 495660

反応式

HRID 495660 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][C:22]([O:25][CH3:26])=[CH:21][C:20]=2[O:27][CH3:28])[C:13](=[O:17])[O:14][CH2:15][CH3:16])=[C:4]([N+:29]([O-])=O)[CH:3]=1.C(=O)(O)[O-].[Na+].O>CO.[Cl-].[Ti+3].[Cl-].[Cl-]>[NH2:29][C:4]1[CH:3]=[C:2]([Br:1])[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]=1[N:12]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=1[O:27][CH3:28])[C:13](=[O:17])[O:14][CH2:15][CH3:16]

参加物

6

反応物 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 22327366Ethyl 4-bromo-2-nitro-6-(trifluoromethyl)phenyl(2,4-dimethoxybenzyl)carbamate

生成物 1

HCID 22327363Ethyl 2-amino-4-bromo-6-(trifluoromethyl)phenyl(2,4-dimethoxybenzyl)carbamate収率 100.1%

試薬・触媒・溶媒 2

HCID 10313229titanium(III) trichloride触媒HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

To a solution of ethyl 4-bromo-2-nitro-6-(trifluoromethyl)phenyl(2,4-dimethoxybenzyl)carbamate (1.204 g) in methanol (90 ml) was added titanium(III) chloride solution (20% wt) (31.5595 g) in an ice bath. The reaction mixture was stirred for 20 minutes at 0° C. To the reaction mixture were added saturated aqueous sodium bicarbonate solution and water, and the mixture was extracted 5 times with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title compound (1.1345 g, quantitative yield).

後処理

  1. extractionthe mixture was extracted 5 times 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-f200675a2266465fa60dab2413d8f347
出典データセット
uspto-grants-2005_09
特許番号
US06939887B2

関連ノート

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