Water → 5-(4-chloro-alpha-hydroxybenzyl)-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-1,2,4-triazole

HRID 443040Notes

Reaction equation

HRID 443040 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][C:7]2[N:11]([CH3:12])[N:10]=[C:9]([C:13]3[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:20])[N:8]=2)=[CH:4][CH:3]=1.[Na].[OH2:24]>C(O)C>[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH:6]([C:7]2[N:11]([CH3:12])[N:10]=[C:9]([C:13]3[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:20])[N:8]=2)[OH:24])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 5360545SodiumHCID 154110235-(4-chlorobenzyl)-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-1,2,4-triazole

Product 1

HCID 545584935-(4-chloro-alpha-hydroxybenzyl)-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1.1 g of 5-(4-chlorobenzyl)-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-1,2,4-triazole in 15 ml of ethyl alcohol at 0° C. was added potionwise 0.06 g of sodium borohrdride. After 30 minutes, the rection mixture was poured into iced water and extracted with chloroform, the chloroform solution was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was washed with n-hexane to afford 1.0 g of 5-(4-chloro-α-hydroxybenzyl)-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-1,2,4-triazole.

Workup

  1. extractionextracted with chloroform
  2. washthe chloroform solution was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. washThe residue was washed with n-hexane

Sources & evidence

ORD record
ord-3e6836a1b8bc4c5e92a1aeae72f759fc
Source dataset
uspto-grants-1999_04
Patent number
US05892048

Reaction notes

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