Sodium borohydride → PP969

HRID 1855920Notes

Reaction equation

HRID 1855920 reaction equation
[N:1]1([CH:6]([CH2:13][C:14](=[O:19])[C:15]([CH3:18])([CH3:17])[CH3:16])[C:7](=[O:12])[C:8]([CH3:11])([CH3:10])[CH3:9])[CH:5]=[N:4][CH:3]=[N:2]1.[BH4-].[Na+]>CO.Cl>[N:1]1([CH:6]([CH2:13][C:14](=[O:19])[C:15]([CH3:18])([CH3:17])[CH3:16])[CH:7]([OH:12])[C:8]([CH3:10])([CH3:11])[CH3:9])[CH:5]=[N:4][CH:3]=[N:2]1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 12816738HCID 12816738, compound

Product 1

HCID 12816739PP969

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

4-(1,2,4-triazol-1-yl)-2,2,7,7-tetramethyl-octan-3,6-dione (0.005 mol) was dissolved in methanol (50 ml). Sodium borohydride (0.005 mol) was added portionwise at room temperature for 2 hours, the solution was refluxed for 11/2 hours. Removal of the methanol gave a white solid which was dissolved in dilute hydrochloric acid (50 ml) and the solution extracted into chloroform (50 ml), washed with saturated sodium bicarbonate (50 ml) and with water (2×100 ml) and dried over anhydrous sodium sulphate. Removal of the chloroform gave a colourless oil which was crystallised from petroleum ether/chloroform to give the title compound as a white crystalline solid, m.p. 95°-96°.

Workup

  1. temperaturethe solution was refluxed for 11/2 hours
  2. customRemoval of the methanol
  3. customgave a white solid which
  4. extractionthe solution extracted into chloroform (50 ml)
  5. washwashed with saturated sodium bicarbonate (50 ml) and with water (2×100 ml)
  6. dry with materialdried over anhydrous sodium sulphate
  7. customRemoval of the chloroform
  8. customgave a colourless oil which
  9. customwas crystallised from petroleum ether/chloroform

Sources & evidence

ORD record
ord-3deeb591e65643dea93df364ea479c75
Source dataset
uspto-grants-1980_08
Patent number
US04217129

Reaction notes

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