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

HRID 477200

反応式

HRID 477200 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.[OH-].[K+]>C1(C)C=CC=CC=1.CS(C)=O>[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

6

反応物 3

HCID 92571H-1,2,4-TriazoleHCID 14797Potassium HydroxideHCID 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 52%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 1140Toluene溶媒

実験手順

A mixture of 30 g of 2-(4-chlorophenoxymethyl)-2-tert.-butyloxirane, 9.8 g of 1,2,4-triazole and 1.2 g of solid potassium hydroxide in 70 ml of toluene and 7.5 ml of dimethyl sulphoxide was heated under reflux for 6 hours. After cooling to room temperature, 2 g of silica gel were added to the reaction mixture and it was then filtered. 75 ml of semi-concentrated hydrochloric acid were added to the filtrate, and the crystals which separated out thereby were filtered off with suction. Then 80 ml of water and aqueous sodium hydroxide solution were added to the crystalline solid so that the pH of the mixture was 13. It was stirred a further 2 hours at room temperature, then filtered off with suction and washed with water to neutrality. In this manner, 20 g (52% of theory) of 2-(4-chlorophenoxymethyl)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-2-butanol of melting point 84°-87° C. were obtained.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. addition2 g of silica gel were added to the reaction mixture and it
  4. filtrationwas then filtered
  5. addition75 ml of semi-concentrated hydrochloric acid were added to the filtrate
  6. customthe crystals which separated out
  7. filtrationthereby were filtered off with suction
  8. additionThen 80 ml of water and aqueous sodium hydroxide solution were added to the crystalline solid so that the pH of the mixture
  9. filtrationfiltered off with suction
  10. washwashed with water to neutrality

出典と根拠

ORDレコード
ord-088258d5f00a4c958780c8d5e87f8552
出典データセット
uspto-grants-1989_12
特許番号
US04886892

関連ノート

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