Hydrochloric Acid → HCID 13064957, compound

HRID 464923Notes

Reaction equation

HRID 464923 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([N:24]2[CH:28]=[N:27][CH:26]=[N:25]2)[C:10](=[O:23])[C:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[Cl:22])([CH3:13])[CH3:12])=[CH:4][CH:3]=1.[BH4-].[Na+].Cl>CO>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([N:24]2[CH:28]=[N:27][CH:26]=[N:25]2)[CH:10]([OH:23])[C:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[Cl:22])([CH3:13])[CH3:12])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 13064954HCID 13064954, compound

Product 1

HCID 13064957HCID 13064957, compoundYield 143.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10 g (0.0228 mol) of 5(4-chlorophenyl)-2-(2,4-dichlorophenoxy)-2-methyl-4-(1,2,4-triazol-1-yl)-pentan-3-one, compound 2 of Example 2 hereinabove, were dissolved in 100 ml of methanol, 1 g of sodium borohydride was added in portions at 0° to 5° C., the mixture was subsequently stirred at room temperature for 15 hours, and 50 ml of 2N hydrochloric acid were added. After 4 hours, the mixture was concentrated by the solvent being distilled off in vacuo. The residue was taken up in 200 ml of methylene chloride and the organic phase was stirred with 100 ml of saturated sodium bicarbonate solution, separated off, washed twice with 100 ml of water each time, dried over sodium sulphate and concentrated in vacuo. The residue was dissolved in 100 ml of ether, and ethereal hydrochloric acid was added. 7.8 g (81% of theory) of 5-(4-chlorophenyl)-2-(2,4-dichlorophenoxy)- 2-methyl-4-(1,2,4-triazol-1-yl)-pentan-3-ol hydrochloride of melting point 46° to 50° C. were obtained.

Workup

  1. waitAfter 4 hours
  2. concentrationthe mixture was concentrated by the solvent
  3. distillationbeing distilled off in vacuo
  4. stirringthe organic phase was stirred with 100 ml of saturated sodium bicarbonate solution
  5. customseparated off
  6. washwashed twice with 100 ml of water each time
  7. dry with materialdried over sodium sulphate
  8. concentrationconcentrated in vacuo
  9. dissolutionThe residue was dissolved in 100 ml of ether
  10. additionethereal hydrochloric acid was added

Sources & evidence

ORD record
ord-80bd43331f71417386de9b7b1425f33e
Source dataset
uspto-grants-1985_10
Patent number
US04549900

Reaction notes

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