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2-Chloromethyl-2-(2-fluoro-4-trifluoromethylphenyl)oxirane → 2-(2-Fluoro-4-trifluoromethylphenyl)-2-(1,2,4-triazol-1-ylmethyl)oxirane

HRID 1732152
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HRID 1732152 반응식
Cl[CH2:2][C:3]1([C:6]2[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:7]=2[F:16])[CH2:5][O:4]1.[NH:17]1[CH:21]=[N:20][CH:19]=[N:18]1.[Na]>C(O)(C)(C)C>[F:16][C:7]1[CH:8]=[C:9]([C:12]([F:15])([F:14])[F:13])[CH:10]=[CH:11][C:6]=1[C:3]1([CH2:2][N:17]2[CH:21]=[N:20][CH:19]=[N:18]2)[CH2:5][O:4]1
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참가 물질

4

반응물 2

HCID 202267062-Chloromethyl-2-(2-fluoro-4-trifluoromethylphenyl)oxiraneHCID 454898221h-1,2,4-Triazole sodium salt

생성물 1

HCID 202266732-(2-Fluoro-4-trifluoromethylphenyl)-2-(1,2,4-triazol-1-ylmethyl)oxirane

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

A solution of 2-chloromethyl-2-(2-fluoro-4-trifluoromethylphenyl)oxirane (6 g.) in tert-butyl alcohol was treated with sodium 1,2,4-triazole (2.7 g.) and heated at 100° for 1 hour. The mixture was evaporated and the residual gum partitioned between ethyl acetate and water. the organic layer was washed with water, dried and evaporated to dryness. The residual gum was chromatographed on K60 silica gel using chloroform/petroleum ether (b.p. 60°-80°) 1:1 v/v and chloroform as eluting solvents to give 2-(2-fluoro-4-trifluoromethylphenyl)-2-(1,2,4-triazol-1-ylmethyl)oxirane, as a gum with NMR data as follows:

후처리

  1. temperatureheated at 100° for 1 hour
  2. customThe mixture was evaporated
  3. customthe residual gum partitioned between ethyl acetate and water
  4. washthe organic layer was washed with water
  5. customdried
  6. customevaporated to dryness
  7. customThe residual gum was chromatographed on K60 silica gel
  8. washas eluting solvents

출처 및 근거

ORD 기록
ord-738947c28531464abb32b4ecf161b996
출처 데이터셋
uspto-grants-1986_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04625036

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