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

HRID 4124

反応式

HRID 4124 の反応式
[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(OCC)(=O)C>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

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 92571H-1,2,4-TriazoleHCID 127636212-tert-Butyl-2-[(4-chlorophenoxy)methyl]oxirane

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

72.15 g (0.3 mole) of 2-(4-chlorophenoxy-methyl)-2-tert.-butyl-oxirane and 24.15 g (0.35 mole) of 1,2,4-triazole were heated under reflux in 120 ml of ethanol for 48 hours. The mixture was then concentrated, the residue was taken up in 200 ml of ethyl acetate and the ethyl acetate mixture was heated. It was then cooled in an ice bath and the solid was filtered off and rinsed with ethyl acetate. The filtrate was concentrated, the residue was dissolved in ether/hexane and the solution was gassed with hydrogen chloride. The precipitate was filtered off and rinsed with ether and the free base was obtained by adding 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-1yl)butan-2-ol of melting point 84°-87° C. were obtained.

後処理

  1. concentrationThe mixture was then concentrated
  2. temperaturethe ethyl acetate mixture was heated
  3. temperatureIt was then cooled in an ice bath
  4. filtrationthe solid was filtered off
  5. washrinsed with ethyl acetate
  6. concentrationThe filtrate was concentrated
  7. dissolutionthe residue was dissolved in ether/hexane
  8. filtrationThe precipitate was filtered off
  9. washrinsed with ether
  10. customthe free base was obtained

出典と根拠

ORDレコード
ord-d3aa4ef6e7854887855a44c964e29706
出典データセット
uspto-grants-1988_02
特許番号
US04723984

関連ノート

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