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

HRID 495660

반응식

HRID 495660 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 10313229titanium(III) trichloride촉매HCID 887Methanol용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f200675a2266465fa60dab2413d8f347
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06939887B2

연결된 노트

불러오는 중…