1,1,1-Trichloroethane → 4-Chlorophenyl-2-[2-(1,2,4-triazol-1-yl)-prop-2-yl]-oxirane

HRID 981539

반응식

HRID 981539 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])[C:9]([CH3:16])([N:11]2[CH:15]=[N:14][CH:13]=[N:12]2)[CH3:10])=[CH:4][CH:3]=1.[I-].[CH3:19][S+](C)(C)=O.[OH-].[Na+].CCCCCCCCCCCCCC[N+](C)(C)C.ClC(Cl)(Cl)C>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:9]([N:11]3[CH:15]=[N:14][CH:13]=[N:12]3)([CH3:10])[CH3:16])[CH2:19][O:17]2)=[CH:4][CH:3]=1

참가 물질

7

반응물 5

HCID 62781,1,1-TrichloroethaneHCID 14251TetradecyltrimethylammoniumHCID 14798Sodium HydroxideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 133668554-Chlorophenyl 2-(1,2,4-triazol-1-yl)-prop-2-yl ketone

생성물 1

HCID 133668634-Chlorophenyl-2-[2-(1,2,4-triazol-1-yl)-prop-2-yl]-oxirane수율 79%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 4'-chloro-2-methyl-2-(1H-1,2,4-triazol-1-yl)propiophenone (1.375 g), trimethyl sulphoxonium iodide (1.6 g), aqueous sodium hydroxide (5N; 13.5 ml.), cetrimide (80 mg.) and 1,1,1-trichloroethane (30 ml.) was heated at 80° for 24 hours. The solution was cooled and diluted with methylene chloride (30 ml.), and the organic layer was separated and dried (MgSO4). Removal of the solvent, followed by flash chromatography of the residue on silica (100 g.) using ethyl acetate/hexane/diethylamine (40:60:3 v/v/v) for elution, gave, after collection of appropriate fractions and evaporation, the title oxirane as an oil in 79% yield, 1.15 g.

후처리

  1. temperaturewas heated at 80° for 24 hours
  2. temperatureThe solution was cooled
  3. customthe organic layer was separated
  4. dry with materialdried (MgSO4)
  5. customRemoval of the solvent
  6. washfor elution
  7. customgave
  8. customafter collection of appropriate fractions and evaporation

출처 및 근거

ORD 기록
ord-d0ae63a853904f7ca0bc3f4b8bc88a2f
출처 데이터셋
uspto-grants-1991_02
특허 번호
US04992454

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