Water → 2-[(4-Chlorophenoxy)-methyl]-2-(1-ethoxycarbonyl-cycloprop-1-yl)-oxirane

HRID 704521노트

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HRID 704521 반응식
[H-].[Na+].[I-].[CH3:4][S+](C)(C)=O.[CH2:9]([O:11][C:12]([C:14]1([C:17]([CH2:19][O:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)=[O:18])[CH2:16][CH2:15]1)=[O:13])[CH3:10].O>CS(C)=O>[Cl:27][C:24]1[CH:23]=[CH:22][C:21]([O:20][CH2:19][C:17]2([C:14]3([C:12]([O:11][CH2:9][CH3:10])=[O:13])[CH2:15][CH2:16]3)[CH2:4][O:18]2)=[CH:26][CH:25]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 14700140HCID 14700140, 화합물

생성물 1

HCID 147001412-[(4-Chlorophenoxy)-methyl]-2-(1-ethoxycarbonyl-cycloprop-1-yl)-oxirane수율 77.8%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
20 °C

실험 절차

3.6 g (0.13 mol) of 80% strength sodium hydride are added under an argon atmosphere and with stirring at 10° to 20° C. to a suspension of 24 g (0.11 mol) of trimethylsulphoxonium iodide in 100 ml of dimethyl sulphoxide. After stirring for 30 minutes at 20° C., 17.1 g (0.061 mol) of 4-chlorophenoxymethyl 1-ethoxycarbonylcycloprop-1-yl ketone are added. The mixture is warmed to 60° C. for 1 hour. After this, the mixture is poured into 300 ml of water and extracted with methylene chloride. The combined organic extracts are washed with water, dried over magnesium sulphate and concentrated. 14 g (77.8% of theory) of 2-[(4-chlorophenoxy)-methyl]-2-(1-ethoxycarbonyl-cycloprop-1-yl)-oxirane are obtained as an oil which is further reacted without additional purification. ##STR18##

후처리

  1. temperatureThe mixture is warmed to 60° C. for 1 hour
  2. extractionextracted with methylene chloride
  3. washThe combined organic extracts are washed with water
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8b37f31efbce4f0cbea5d6b55a27dc20
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04988383

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