Water → Methyl 4-(1-ethoxycarbonylamino-1-methylethyl)benzoate

HRID 2411191노트

반응식

HRID 2411191 반응식
[NH2:1][C:2]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1)([CH3:4])[CH3:3].C(=O)([O-])O.[Na+].[C:20](Cl)(=[O:24])[O:21][CH2:22][CH3:23].O>ClCCl>[CH2:22]([O:21][C:20]([NH:1][C:2]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1)([CH3:3])[CH3:4])=[O:24])[CH3:23]

참가 물질

6

반응물 4

HCID 962WaterHCID 10928Ethyl chloroformateHCID 516892Sodium BicarbonateHCID 57572309Methyl 4-(1-amino-1-methylethyl)benzoate

생성물 1

HCID 71252297Methyl 4-(1-ethoxycarbonylamino-1-methylethyl)benzoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of methyl 4-(1-amino-1-methylethyl)benzoate (410 mg) in dichloromethane (15 mL) was added saturated aqueous sodium hydrogen carbonate solution (3 mL), a solution of ethyl chlorocarbonate (0.24 mL) in dichloromethane (5 mL) was added dropwise under ice-cooling, and the mixture was stirred at the same temperature for 1 hr and at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with dichloromethane. The organic layer was dried over sodium sulfate, and the solvent was evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (551 mg).

후처리

  1. temperaturecooling
  2. extractionthe mixture was extracted with dichloromethane
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. customthe solvent was evaporated
  5. customThe obtained residue was purified by column chromatography (hexane:ethyl acetate)

출처 및 근거

ORD 기록
ord-f5a07ba99c264312bd92b6ecbe1fef89
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08816079B2

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