Benzyl chloroformate → Ethyl 3-(((benzyloxy)carbonyl)amino)-2,2-dimethylpropanoate

HRID 744843ノート

反応式

HRID 744843 の反応式
[CH2:1]([O:8][C:9](Cl)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:12]([O:14][C:15](=[O:21])[C:16]([CH3:20])([CH3:19])[CH2:17][NH2:18])[CH3:13]>C(OCC)(=O)C.C(=O)([O-])O.[Na+]>[CH2:12]([O:14][C:15](=[O:21])[C:16]([CH3:20])([CH3:19])[CH2:17][NH:18][C:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:10])[CH3:13]

参加物

5

反応物 2

HCID 10387Benzyl chloroformateHCID 421529Ethyl 3-amino-2,2-dimethylpropanoate

生成物 1

HCID 22364460Ethyl 3-(((benzyloxy)carbonyl)amino)-2,2-dimethylpropanoate

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

31 ml of 90% chloroformic acid benzyl ester are slowly added, at 0°-5° C., to 29.04 g of 3-amino-2,2-dimethylpropionic acid ethyl ester in 500 ml of ethyl acetate and 250 ml of 1M sodium hydrogen carbonate solution. The reaction mixture is stirred for 2 hours at 0°-5° C. and extracted with ethyl acetate. The organic phases are washed with saturated sodium chloride solution and then concentrated. The evaporation residue is purified by FC (1 kg of silica gel; eluant: ethyl acetate/hexane=1:3). The title compound is obtained: Rf (ethyl acetate/hexane=1:3)=0.28.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic phases are washed with saturated sodium chloride solution
  3. concentrationconcentrated
  4. customThe evaporation residue is purified by FC (1 kg of silica gel; eluant: ethyl acetate/hexane=1:3)

出典と根拠

ORDレコード
ord-c8cc14b9aecc4e08b9d2d5340e68cf19
出典データセット
uspto-grants-1996_09
特許番号
US05559111

反応ノート

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