Water → 1H-1,2,4-Triazole-1-ethanol, alpha,alpha-diphenyl-

HRID 1651135Notes

Reaction equation

HRID 1651135 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[H-].[Na+].[C:8]1([C:14]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([OH:17])[CH2:15]Cl)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.O>CN(C)C=O>[C:18]1([C:14]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)([OH:17])[CH2:15][N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

6

Reactant 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 2325962-chloro-1,1-diphenylethanol

Product 1

HCID 1567491H-1,2,4-Triazole-1-ethanol, alpha,alpha-diphenyl-

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

1,2,4-Triazole (0.03 mol, 2.07 g) was added portionwise to a suspension of sodium hydride (0.03 mol, 0.72 g) in DMF (30 ml) and the solution stirred until effervescence ceased. 1,1-Diphenyl-2-chloro-ethan-1-ol (0.015 mol, 2.94 g) in dimethylformamide (DMF; 10 ml) was added dropwise and the solution warmed at 100° for six hours. The reaction mixture was poured into water and a white solid crystallised out. This was filtered off, washed with water, dried, and recrystallised from ethanol to give the title compound as a white crystalline solid, m.p. 128°-129°.

Workup

  1. temperaturethe solution warmed at 100° for six hours
  2. customa white solid crystallised out
  3. filtrationThis was filtered off
  4. washwashed with water
  5. customdried
  6. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-78ff49584cf54e1ca7b19dd3fb2a2f2d
Source dataset
uspto-grants-1990_05
Patent number
US04927839

Reaction notes

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