Phenylacetone → HCID 85882734, compound

HRID 1084896Notes

Reaction equation

HRID 1084896 reaction equation
Cl.[C:2]([NH:6][NH2:7])([CH3:5])([CH3:4])[CH3:3].[OH-].[Na+].[C:10]1([CH2:16][C:17](=O)[CH3:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.CCCCC>O>[C:2]([NH:6][N:7]=[C:17]([CH2:16][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:18])([CH3:5])([CH3:4])[CH3:3]

Participants

6

Reactant 4

HCID 7678PhenylacetoneHCID 8003PentaneHCID 14798Sodium HydroxideHCID 81889tert-Butylhydrazine monohydrochloride

Product 1

HCID 85882734HCID 85882734, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 50.46 g t-butyl hydrazine hydrochloride and 32 g of 50 percent aqueous sodium hydroxide in 70 ml of water is stirred in an ice water bath. About 50.22 g of phenylacetone is added with stirring. The mixture is stirred and allowed to warm to ambient temperature over about 12 hours. Pentane (300 ml) is added to the solution with agitation, and then separated. The pentane layer is washed twice with water, dried over anhydrous sodium sulfate, and filtered. The pentane is removed under vacuum. The title compound is isolated as a fraction distilled under 0.9 mm pressure at 89° C.-103° C. About 56.5 g of the title compound are recovered for a 74 percent yield, based upon the phenylacetone added.

Workup

  1. stirringThe mixture is stirred
  2. customseparated
  3. washThe pentane layer is washed twice with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customThe pentane is removed under vacuum

Sources & evidence

ORD record
ord-d88100b8998f47c9a379588d8b4a76d8
Source dataset
uspto-grants-1991_04
Patent number
US05006567

Reaction notes

Loading…