1H-1,2,4-Triazole → alpha-((4-Chlorophenoxy)methyl)-alpha-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol

HRID 1165704

반응식

HRID 1165704 반응식
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][C:8]2([C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:10][O:9]2)=[CH:4][CH:3]=1.[NH:17]1[CH:21]=[N:20][CH:19]=[N:18]1>C(O)C>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][C:8]([OH:9])([C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:10][N:17]2[CH:21]=[N:20][CH:19]=[N:18]2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 92571H-1,2,4-TriazoleHCID 127636212-tert-Butyl-2-[(4-chlorophenoxy)methyl]oxirane

생성물 1

HCID 123676alpha-((4-Chlorophenoxy)methyl)-alpha-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol수율 65%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

72.15 g (0.3 mol) of 2-(4-chlorophenoxy-methyl)-2-tert.-butyl-oxirane and 24.15 g (0.35 mol) of 1,2,4-triazole were heated under reflux in 120 ml of ethanol for 48 hours. The mixture was then concentrated, and the residue was taken up in 200 ml of ethyl acetate and the solution heated. The solution was thereafter cooled in an ice bath, and the solid material was filtered off under suction and was washed with ethyl acetate. The filtrate was concentrated and the residue was dissolved in ether/hexane, and the solution was treated with gaseous hydrogen chloride. The precipitate was filtered off under suction and washed with ether, and the free base was obtained by the addition of ethyl acetate/1N sodium hydroxide solution. 60.2 g (65% of theory) of 2-(4-chlorophenoxy-methyl)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-ol of melting point 84°-87° C. were obtained.

후처리

  1. concentrationThe mixture was then concentrated
  2. temperaturethe solution heated
  3. temperatureThe solution was thereafter cooled in an ice bath
  4. filtrationthe solid material was filtered off under suction
  5. washwas washed with ethyl acetate
  6. concentrationThe filtrate was concentrated
  7. dissolutionthe residue was dissolved in ether/hexane
  8. additionthe solution was treated with gaseous hydrogen chloride
  9. filtrationThe precipitate was filtered off under suction
  10. washwashed with ether
  11. customthe free base was obtained by the addition of ethyl acetate/1N sodium hydroxide solution

출처 및 근거

ORD 기록
ord-def0e12185ea463e8c1800b44c44b3c9
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04911750

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