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

HRID 461283

反応式

HRID 461283 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

16.9 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°.

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-d1cab04bf08f448faebd1b4d41699b53
出典データセット
uspto-grants-1977_12
特許番号
US04062670

関連ノート

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