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

HRID 2411191ノート

反応式

HRID 2411191 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-f5a07ba99c264312bd92b6ecbe1fef89
出典データセット
uspto-grants-2014_08
特許番号
US08816079B2

反応ノート

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