Sodium borohydride → HCID 13088604, compound

HRID 2164703Notes

Reaction equation

HRID 2164703 reaction equation
[CH3:1][C:2]([CH3:27])([CH3:26])[C:3](=[O:25])[CH:4]([N:20]1[CH:24]=[N:23][CH:22]=[N:21]1)[CH:5]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[S:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[BH4-].[Na+]>C(O)(C)C>[CH3:1][C:2]([CH3:27])([CH3:26])[CH:3]([OH:25])[CH:4]([N:20]1[CH:24]=[N:23][CH:22]=[N:21]1)[CH:5]([C:13]1[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=1)[S:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 13088594HCID 13088594, compound

Product 1

HCID 13088604HCID 13088604, compoundYield 77.9%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

9.5 g (25 millimols) of 4,4-dimethyl-1-(4-fluorophenyl)-1-phenylthio-2-(1,2,4-triazol-1-yl)-pentan-3-one (Example 3) were suspended in 150 ml of isopropyl alcohol and 0.5 g (12.5 millimols) of sodium borohydride were added in portions. After 2 days, the mixture was evaporated down in vacuo and the residue was decomposed with dilute acetic acid. The organic phase was taken up in methylene chloride, and the methylene chloride solution was washed with water, dried over sodium sulphate, filtered and evaporated down in vacuo. The crystalline residue was stirred with diisopropyl ether; the crystals were filtered off and dried. 7.5 g (77.9% of theory) of 4,4-dimethyl-1-(4-fluorophenyl)-1-phenylthio-2-(1,2,4-triazol-1-yl)-pentan-3-ol, of melting point 171° C., were obtained.

Workup

  1. customthe mixture was evaporated down in vacuo
  2. washthe methylene chloride solution was washed with water
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated down in vacuo
  6. filtrationthe crystals were filtered off
  7. customdried

Sources & evidence

ORD record
ord-99ae33feb7214f4ca7d1c2bf55b1b84e
Source dataset
uspto-grants-1985_03
Patent number
US04507141

Reaction notes

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