Sodium borohydride → HCID 13200529, compound

HRID 358215Notes

Reaction equation

HRID 358215 reaction equation
[CH3:1][C:2]([CH3:17])([C:4](=[O:16])[C:5]([N:11]1[CH:15]=[N:14][CH:13]=[N:12]1)=[C:6]([S:9][CH3:10])[S:7][CH3:8])[CH3:3].[BH4-].[Na+]>CO>[CH3:3][C:2]([CH3:17])([CH:4]([OH:16])[C:5]([N:11]1[CH:15]=[N:14][CH:13]=[N:12]1)=[C:6]([S:7][CH3:8])[S:9][CH3:10])[CH3:1]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 13200528HCID 13200528, compound

Product 1

HCID 13200529HCID 13200529, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

15 g (0.055 mol) of 2,2-dimethyl-5,5-dimethylthio-4-(1,2,4-triazol-1-yl)-pent-4-en-3-one (obtained as described in Example 1) were dissolved in 100 ml of methanol, and 2.1 g (0.055 mol) of sodium borohydride were added at room temperature. The mixture was stirred for a further 30 minutes at 20° to 30° C., and was concentrated. The residue was partitioned between methylene chloride and water. The organic phase was separated off, dried over sodium sulphate and concentrated. 11.9 g (80% of theory) of 2,2-dimethyl-5,5-dimethylthio-4-(1,2,4-triazol-1-yl)-pent-4-en-3-ol of melting point 108° to 111° C. were obtained.

Workup

  1. concentrationwas concentrated
  2. customThe residue was partitioned between methylene chloride and water
  3. customThe organic phase was separated off
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c5fada6f6b00416291b371e3da0800a7
Source dataset
uspto-grants-1984_08
Patent number
US04465680

Reaction notes

Loading…