Epichlorohydrin → 2-[4-(2,3-epoxypropoxy)-phenyl]-1-methyl-5-(trifluoromethyl)-1H-imidazole

HRID 638049노트

반응식

HRID 638049 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH3:17])[C:10]([C:13]([F:16])([F:15])[F:14])=[CH:11][N:12]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:24]([CH:26]1[O:28][CH2:27]1)Cl>>[O:28]1[CH2:27][CH:26]1[CH2:24][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH3:17])[C:10]([C:13]([F:16])([F:15])[F:14])=[CH:11][N:12]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 1360029642-(4-hydroxyphenyl)-1-methyl-5-(trifluoromethyl)-1H-imidazole

생성물 1

HCID 202551182-[4-(2,3-epoxypropoxy)-phenyl]-1-methyl-5-(trifluoromethyl)-1H-imidazole

실험 절차

25 g of the 2-(4-hydroxyphenyl)-1-methyl-5-(trifluoromethyl)-1H-imidazole obtained according to Example (20c) and 25 g of anhydrous potassium carbonate are suspended in 250 ml of epichlorohydrin and the mixture is heated under reflux for 10 minutes. The mixture is subsequently filtered and excess epichlorohydrin is removed in a rotary evaporator. The residue is dissolved in ether, the solution is stirred with silica gel and active carbon, the solution is filtered and hexane is added until crystallisation begins. After filtration, 2-[4-(2,3-epoxypropoxy)-phenyl]-1-methyl-5-(trifluoromethyl)-1H-imidazole is obtained in the form of a colourless crystallisate having a melting point of 99°-101°.

후처리

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 10 minutes
  3. filtrationThe mixture is subsequently filtered
  4. customexcess epichlorohydrin is removed in a rotary evaporator
  5. dissolutionThe residue is dissolved in ether
  6. filtrationthe solution is filtered
  7. additionhexane is added until crystallisation
  8. filtrationAfter filtration

출처 및 근거

ORD 기록
ord-98547ad911fd49588c5d549fbdbe7183
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04559354

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