Hydrochloric Acid → HCID 13289763, compound

HRID 746204Notes

Reaction equation

HRID 746204 reaction equation
[CH:1]1([CH2:7][CH:8]([N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[BH4-].[Na+].Cl>CO.O>[CH:1]1([CH2:7][CH:8]([N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[CH:9]([OH:14])[C:10]([CH3:13])([CH3:11])[CH3:12])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 13289762HCID 13289762, compound

Product 1

HCID 13289763HCID 13289763, compoundYield 75.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

13.2 g (0.05 mol) of 1-cyclohexyl-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-pentan-3-one are dissolved in a mixture of 100 ml of methanol and 20 ml of water, a total of 2 g (0.05 mol) of sodium borohydride is added in several portions, and the mixture is stirred overnight. To work up the reaction mixture, it is brought to pH 5 with dilute hydrochloric acid, and the solvent is evaporated off in vacuo. The residue is taken up in water and extracted several times with methylene chloride. The combined organic extracts are washed with sodium bicarbonate solution and water, dried over sodium sulphate and evaporated down in vacuo. The residue is crystallized using petroleum ether. 10 g (75.2% of theory) of 1-cyclohexyl-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-pentan-3-ol are obtained in the form of colorless crystals of melting point 104° C. to 107° C.

Workup

  1. customthe solvent is evaporated off in vacuo
  2. extractionextracted several times with methylene chloride
  3. washThe combined organic extracts are washed with sodium bicarbonate solution and water
  4. dry with materialdried over sodium sulphate
  5. customevaporated down in vacuo
  6. customThe residue is crystallized

Sources & evidence

ORD record
ord-04aa2a6acad64f5ba0b0320f9a77b5f5
Source dataset
uspto-grants-1986_07
Patent number
US04603140

Reaction notes

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