Sodium borohydride → HCID 54195003, compound

HRID 1065789Notes

Reaction equation

HRID 1065789 reaction equation
[CH3:1][C:2]([CH3:23])([CH3:22])[C:3](=[O:21])[C:4]([N:16]1[CH:20]=[N:19][CH:18]=[N:17]1)=[CH:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=1.[BH4-].[Na+]>CO>[CH3:1][C:2]([CH3:23])([CH3:22])[CH:3]([OH:21])[C:4]([N:16]1[CH:20]=[N:19][CH:18]=[N:17]1)=[CH:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 54267703HCID 54267703, compound

Product 1

HCID 54195003HCID 54195003, compoundYield 49.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

85 g (0.27 mole) of 4,4-dimethyl-1-(naphth-2-yl)-2-(1,2,4-triazol-1-yl)-1-penten-3-one (Example 1) were taken up in 200 ml of methanol, and 6 g of sodium borohydride were added in portions, while stirring and cooling. When the reaction had ended, the reaction mixture was adjusted to pH 6 and concentrated. The residue was taken up in methylene chloride, washed with saturated sodium bicarbonate solution, dried over sodium sulphate, filtered and concentrated. The oily residue was made to crystallized by adding ether. 41 g (49% of theory) of 4,4-dimethyl-1-(naphth-2-yl)-2-(1,2,4-triazol-1-yl)-1-penten-3-ol of melting point 122°-124° C. were obtained.

Workup

  1. temperaturecooling
  2. concentrationconcentrated
  3. washwashed with saturated sodium bicarbonate solution
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto crystallized
  8. additionby adding ether

Sources & evidence

ORD record
ord-797603af6e9b4b34a9c6cb3d040ae6bd
Source dataset
uspto-grants-1982_05
Patent number
US04331675

Reaction notes

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