Phenylacetyl chloride → HCID 70390633、化合物

HRID 653285ノート

反応式

HRID 653285 の反応式
C(N(CC)CC)C.[CH3:8][O:9][C:10]([C@H:12]1[N:15]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:18]=2[O:25][CH3:26])[C:14](=[O:27])[C@H:13]1[NH2:28])=[O:11].[C:29]1([CH2:35][C:36](Cl)=[O:37])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>C(Cl)Cl>[CH3:8][O:9][C:10]([C@H:12]1[N:15]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:18]=2[O:25][CH3:26])[C:14](=[O:27])[C@H:13]1[NH:28][C:36](=[O:37])[CH2:35][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:11]

参加物

5

反応物 3

HCID 7679Phenylacetyl chlorideHCID 8471TriethylamineHCID 14095500HCID 14095500、化合物

生成物 1

HCID 70390633HCID 70390633、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Under ice-cooling and stirring, 2.10 ml of triethylamine is added to a solution of 2.94 g of cis-3-amino-1-(2,4-dimethoxybenzyl)-2-oxoazetidine-4-carboxylic acid methyl ester in 40 ml of methylene chloride, and a solution of 2.31 g of phenylacetyl chloride in 15 ml of methylene chloride is then added dropwise over 1 hour. The stirring is continued for another one hour under ice-cooling, and the reaction mixture is then washed successively with dilute hydrochloric acid, 5% aqueous sodium hydrogen carbonate and an aqueous sodium chloride solution, and dried over magnesium sulfate, and the solvent is distilled off in vacuo. Ether is added to the residue and the precipitated crystals are collected by filtration to give cis-1-(2,4-dimethoxybenzyl)-3-phenylacetamido-2-oxoazetidine-4-carboxylic acid methyl ester, m.p. 124°-126° C.

後処理

  1. temperatureUnder ice-cooling
  2. temperaturecooling
  3. washthe reaction mixture is then washed successively with dilute hydrochloric acid, 5% aqueous sodium hydrogen carbonate
  4. dry with materialan aqueous sodium chloride solution, and dried over magnesium sulfate
  5. distillationthe solvent is distilled off in vacuo
  6. additionEther is added to the residue
  7. filtrationthe precipitated crystals are collected by filtration

出典と根拠

ORDレコード
ord-09874eb17f0e44a8bbcaac08df4feb1d
出典データセット
uspto-grants-1987_06
特許番号
US04675397

反応ノート

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