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1H-1,2,4-Triazole → 1,3-Bis(1H-1,2,4-triazol-1-yl)-2-(4-chlorophenyl)-3-methylbutan-2-ol

HRID 1085799
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HRID 1085799 반응식
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[Na].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2([C:17]([N:20]3[CH:24]=[N:23][CH:22]=[N:21]3)([CH3:19])[CH3:18])[CH2:16][O:15]2)=[CH:10][CH:9]=1>C(O)CC>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([OH:15])([C:17]([N:20]2[CH:24]=[N:23][CH:22]=[N:21]2)([CH3:18])[CH3:19])[CH2:16][N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)=[CH:10][CH:9]=1
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참가 물질

5

반응물 3

HCID 92571H-1,2,4-TriazoleHCID 5360545SodiumHCID 133668634-Chlorophenyl-2-[2-(1,2,4-triazol-1-yl)-prop-2-yl]-oxirane

생성물 1

HCID 133668651,3-Bis(1H-1,2,4-triazol-1-yl)-2-(4-chlorophenyl)-3-methylbutan-2-ol수율 24.2%

시약·촉매·용매 1

HCID 10311-Propanol용매2회

실험 절차

3.6 g (0.052 mole) of 1,2,4-triazole are added to a solution of 0.11 g (0.047 mole) of sodium in 30 ml of n-propanol at room temperature, while stirring. The mixture is heated to the reflux temperature and a solution of 2-(4-chlorophenyl)-2-[2-(1,2,4-triazol-1-yl)prop-2-yl]-oxirane in 20 ml of n-propanol is added. The reaction mixture is heated under reflux for 15 hours and then cooled and poured onto water. The mixture is extracted with methylene chloride and the organic phase is dried over sodium sulphate and concentrated. The residue is purified by column chromatography (silica gel; chloroform:methanol=9:1). 3.7 g (24.2% of theory) of 2-(4-chlorophenyl)-1,3-di-(1,2,4-triazol-1-yl)-3-methyl-2-butanol of melting point 114° C. are obtained.

후처리

  1. temperatureThe mixture is heated to the reflux temperature
  2. temperatureThe reaction mixture is heated
  3. temperatureunder reflux for 15 hours
  4. temperaturecooled
  5. additionpoured onto water
  6. extractionThe mixture is extracted with methylene chloride
  7. dry with materialthe organic phase is dried over sodium sulphate
  8. concentrationconcentrated
  9. customThe residue is purified by column chromatography (silica gel; chloroform:methanol=9:1)

출처 및 근거

ORD 기록
ord-8eb319d7b0cc4f8dba883b0698216725
출처 데이터셋
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05011850

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