Acetic Acid → alpha-Phenyl-alpha-(p-trifluoromethylphenyl)imidazole-2-methanol

HRID 261948노트

반응식

HRID 261948 반응식
COC[N:4]1[CH:8]=[CH:7][N:6]=[C:5]1[C:9]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1)[OH:10].C(O)(=O)C.Cl>O>[C:21]1([C:9]([C:11]2[CH:12]=[CH:13][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:15][CH:16]=2)([C:5]2[NH:4][CH:8]=[CH:7][N:6]=2)[OH:10])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 124338961-(Methoxymethyl)-alpha-phenyl-alpha-(p-trifluoromethyl-phenyl)imidazole-2-methanol

생성물 1

HCID 12433853alpha-Phenyl-alpha-(p-trifluoromethylphenyl)imidazole-2-methanol

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 9 g. (0.025 mol) of 1-(methoxymethyl)-α-phenyl-α-(p-trifluoromethyl-phenyl)imidazole-2-methanol, 70 ml. of glacial acetic acid, 7 ml. of concentrated hydrochloric acid and 7 ml. of water was refluxed for 3.5 hours. After cooling, the liquid was distilled off and 2 N sodium hydroxide solution and a small amount of ethanol were added to the residue. The alcohol was distilled off and the aqueous phase was extracted with diethyl ether. The ethereal solution was washed with water and dried over sodium sulphate and the solvent was distilled off. The residue was first crystallised from a mixture of toluene and petroleum ether (boiling range 40°-60° C.) and subsequently from isopropyl alcohol. α-Phenyl-α-(p-trifluoromethylphenyl)imidazole-2-methanol was obtained. Melting point 174°-175.5° C.

후처리

  1. additionA mixture of 9 g
  2. temperatureAfter cooling
  3. distillationthe liquid was distilled off
  4. addition2 N sodium hydroxide solution and a small amount of ethanol were added to the residue
  5. distillationThe alcohol was distilled off
  6. extractionthe aqueous phase was extracted with diethyl ether
  7. washThe ethereal solution was washed with water
  8. dry with materialdried over sodium sulphate
  9. distillationthe solvent was distilled off
  10. customThe residue was first crystallised from a mixture of toluene and petroleum ether (boiling range 40°-60° C.) and subsequently from isopropyl alcohol

출처 및 근거

ORD 기록
ord-1f80f93d79a8410a8a6b694a39fa17a8
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04152441

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