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

HRID 980959노트

반응식

HRID 980959 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c4b35f144882476cb8d03696e23ab9fc
출처 데이터셋
uspto-grants-1987_01
특허 번호
US04639441

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