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

HRID 1169820노트

반응식

HRID 1169820 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
15 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7d4e6aab83b147648961913dcdde7476
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825144B2

반응 노트

불러오는 중…