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

HRID 1087957

반응식

HRID 1087957 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.[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

참가 물질

6

반응물 3

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

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-02ecf54870a2478091e2edb4090c6938
출처 데이터셋
uspto-grants-1990_10
특허 번호
US04960911

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