Dimethyl Sulfoxide → 1-(4-Chlorophenyl)-2-cyclopropylethan-1-one

HRID 1074321노트

반응식

HRID 1074321 반응식
C(Cl)(=O)C(Cl)=O.CS(C)=O.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18]([OH:23])[CH2:19][CH:20]2[CH2:22][CH2:21]2)=[CH:14][CH:13]=1.C(N(CC)CC)C>ClCCl.O>[Cl:11][C:12]1[CH:13]=[CH:14][C:15]([C:18](=[O:23])[CH2:19][CH:20]2[CH2:21][CH2:22]2)=[CH:16][CH:17]=1

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 190783841-(4-Chlorophenyl)-2-cyclopropylethanol

생성물 1

HCID 134886181-(4-Chlorophenyl)-2-cyclopropylethan-1-one

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

Oxalyl chloride (5.5 ml, 63 mmol) was added dropwise to a stirred solution of dimethylsulphoxide (5.5 ml, 78 mmol) in dry dichloromethane (150 ml) at -78° C. After 15 minutes 1-(4-chlorophenyl)-2-cyclopropylethanol (5.00 g, 25.4 mmol) in dry dichloromethane (60 ml) was added to the mixture. After an hour triethylamine (27.5 ml, 197 mmol) was added, the mixture warmed to room temperature and poured into water. The mixture was extracted with dichloromethane and the extracts washed with water, dried and evaporated in vacuo to give crude 1-(4-chlorophenyl)-2-cyclopropylethanone which was used without further purification.

후처리

  1. extractionThe mixture was extracted with dichloromethane
  2. washthe extracts washed with water
  3. customdried
  4. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-51b3843b32364f849a6a32c5cfd6121c
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04973767

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