Sodium borohydride → HCID 15008659, compound

HRID 654874Notes

Reaction equation

HRID 654874 reaction equation
[BH4-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([OH:25])([CH2:19][N:20]2[CH:24]=[N:23][CH:22]=[N:21]2)[C:11]([CH3:18])([CH3:17])[C:12](OCC)=[O:13])=[CH:6][CH:5]=1>CO>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([OH:25])([CH2:19][N:20]2[CH:24]=[N:23][CH:22]=[N:21]2)[C:11]([CH3:18])([CH3:17])[CH2:12][OH:13])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 15008642HCID 15008642, compound

Product 1

HCID 15008659HCID 15008659, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.9 g (50.2 mmole) of sodium borohydride were added to a solution of 1.75 g (5.2 mmole) of ethyl 3-(4-chlorophenyl)-2,2-dimethyl-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butanoate in 25 ml of methanol, and then the mixture was heated under reflux for 3 hours. At the end of this time, the reaction mixture was allowed to cool, and it was then poured into ice-water and extracted with ethyl acetate. The extract was washed with an aqueous solution of ammonium chloride, dried and concentrated by evaporation under reduced pressure, to afford 1.5 g (98%) of the title compound melting at 120°-135° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. temperatureto cool
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with an aqueous solution of ammonium chloride
  6. customdried
  7. concentrationconcentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-42bc21ffdb674c81a3835cef103db2be
Source dataset
uspto-grants-1992_07
Patent number
US05134152

Reaction notes

Loading…