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

HRID 372341

反応式

HRID 372341 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 123914822-(4-Chlorophenoxymethyl)-5-methyl-4-oxazolidinone収率 2.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

16.9g (0.19 mole) of lactamide was added to a solution containing 32.3g (0.19 mole) of (4-chlorophenoxy)acetaldehyde and 0.2g 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 1.1g of 2-(4-chlorophenoxymethyl)-5-methyl-4-oxazolidinone, cis isomer, as a white crystalline solid melting at 84°-86°.

後処理

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

出典と根拠

ORDレコード
ord-ba1dec975a65422497b5c031a3cb8d71
出典データセット
uspto-grants-1978_05
特許番号
US04090861

関連ノート

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