1,2-Dimethoxyethane → 4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole

HRID 1984961ノート

反応式

HRID 1984961 の反応式
Cl.[CH3:2][C:3]1[N+:4]([O-])=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[O:6][C:7]=1[CH3:8].CS([Cl:21])(=O)=O.COCCOC>ClCCl>[Cl:21][CH2:2][C:3]1[N:4]=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[O:6][C:7]=1[CH3:8]

参加物

5

反応物 3

HCID 80711,2-DimethoxyethaneHCID 31297Methanesulfonyl chlorideHCID 198887574,5-Dimethyl-2-(4-methylphenyl)oxazole N-Oxide Hydrochloride

生成物 1

HCID 50764854-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
15 °C

実験手順

32.8 g (137 mmol) of 4,5-dimethyl-2-p-tolyloxazole 3-oxide hydrochloride were suspended in 165 ml of dichloromethane. 17.5 g (151 mmol) of methanesulfonyl chloride were added. The reaction was stirred at reflux up to full conversion (HPLC). Subsequently, 200 ml of ethylene glycol dimethyl ether were added, and the dichloromethane was distilled off under reduced pressure. The reaction mixture was cooled to 15° C. and 250 ml of water were added. The mixture was stirred at 15° C. for 1 hour. The precipitated product was isolated by filtration with suction, washed with water and dried at elevated temperature under reduced pressure.

後処理

  1. temperatureat reflux up to full conversion (HPLC)
  2. distillationthe dichloromethane was distilled off under reduced pressure
  3. addition250 ml of water were added
  4. stirringThe mixture was stirred at 15° C. for 1 hour
  5. customThe precipitated product was isolated by filtration with suction
  6. washwashed with water
  7. customdried at elevated temperature under reduced pressure

出典と根拠

ORDレコード
ord-06412c0a6737454eb9cf15939ab490f3
出典データセット
uspto-grants-2009_06
特許番号
US07544809B2

反応ノート

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