Water → p-Nitrobenzyl 2-hydroxy-2-(4-methylthio-2-azetidinon-1-yl)acetate

HRID 980959ノート

反応式

HRID 980959 の反応式
O.[C:2]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)(=[O:5])[CH:3]=[O:4].[CH3:17][S:18][CH:19]1[NH:22][C:21](=[O:23])[CH2:20]1.O>C1C=CC=CC=1>[OH:4][CH:3]([N:22]1[CH:19]([S:18][CH3:17])[CH2:20][C:21]1=[O:23])[C:2]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)=[O:5]

参加物

5

反応物 3

HCID 962WaterHCID 126772484-(Methylsulfanyl)azetidin-2-oneHCID 21934455p-Nitrobenzyl glyoxylate hydrate

生成物 1

HCID 20220832p-Nitrobenzyl 2-hydroxy-2-(4-methylthio-2-azetidinon-1-yl)acetate収率 106.3%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

p-Nitrobenzyl glyoxylate monohydrate (1.11 g, 4.87 mmoles) was added to a solution of 4-methylthio-2-azetidinone (570 mg, 4.87 mmoles) in benzene (30 ml) and the resulting solution was heated, whilst the water produced was removed by azeotropic distillation. After the water had been distilled off completely, the mixture was concentrated and heated at a bath temperature of 100°-110° C. for 12 hours. The solvent was then distilled off under reduced pressure to give 1.69 g of the desired compound as a viscous oil. This product may be employed in subsequent reactions without purification, although it contains a small amount of the starting compound.

後処理

  1. customproduced
  2. customwas removed by azeotropic distillation
  3. distillationAfter the water had been distilled off completely
  4. concentrationthe mixture was concentrated
  5. temperatureheated at a bath temperature of 100°-110° C. for 12 hours
  6. distillationThe solvent was then distilled off under reduced pressure

出典と根拠

ORDレコード
ord-c4b35f144882476cb8d03696e23ab9fc
出典データセット
uspto-grants-1987_01
特許番号
US04639441

反応ノート

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