Water → 2-(4-Chlorophenoxymethyl)-5-methyl-4-oxazolidinone

HRID 329134

반응식

HRID 329134 반응식
[C:1]([NH2:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[Cl:7][C:8]1[CH:17]=[CH:16][C:11]([O:12][CH2:13][CH:14]=O)=[CH:10][CH:9]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[Cl:7][C:8]1[CH:17]=[CH:16][C:11]([O:12][CH2:13][CH:14]2[NH:6][C:1](=[O:5])[CH:2]([CH3:4])[O:3]2)=[CH:10][CH:9]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 94220LactamideHCID 114806982-(4-Chlorophenoxy)acetaldehyde

생성물 1

HCID 123914822-(4-Chlorophenoxymethyl)-5-methyl-4-oxazolidinone수율 2.4%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

16.9 g (0.19 mole) of lactamide was added to a solution containing 32.3 g (0.19 mole) of (4-chlorophenoxy)acetaldehyde and 0.2 g of p-toluenesulfonic acid in 500 ml of toluene. The mixture was refluxed with stirring for 5 hours while water was removed azeotropically Toluene was removed under reduced pressure and the residue, which contained at least two major compounds, was purified by silica chromatography to give 1.1 g of 2-(4-chlorophenoxymethyl)-5-methyl-4-oxazolidinone, cis isomer, as a white crystalline solid melting at 84°-86°.

후처리

  1. temperatureThe mixture was refluxed
  2. customwas removed azeotropically Toluene
  3. customwas removed under reduced pressure
  4. customwas purified by silica chromatography

출처 및 근거

ORD 기록
ord-888f5064b4874ecdb76a88d84d43bfdc
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04019892

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