Sulfuric Acid → 1-(4-Acetylphenyl) propan-2-one

HRID 434374Notes

Reaction equation

HRID 434374 reaction equation
[Cr](O)(O)(=O)=O.S(=O)(=O)(O)O.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].[C:22]([C:25]1[CH:30]=[CH:29][C:28]([CH2:31][CH:32]([OH:34])[CH3:33])=[CH:27][CH:26]=1)(=[O:24])[CH3:23]>O.CCOCC>[C:22]([C:25]1[CH:30]=[CH:29][C:28]([CH2:31][C:32](=[O:34])[CH3:33])=[CH:27][CH:26]=1)(=[O:24])[CH3:23]

Participants

7

Reactant 4

HCID 1118Sulfuric AcidHCID 24425Chromic AcidHCID 25408Sodium DichromateHCID 225984461-(4-Acetylphenyl) propan-2-ol

Product 1

HCID 122541111-(4-Acetylphenyl) propan-2-one

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent

Procedure

Chromic acid solution (11.5 ml, made by adding sulphuric acid [7.3 ml] to sodium dichromate [10.0 g] in water [30 ml] and making up to 50 ml with water) was added to a vigorously stirred solution of 1-(4-acetylphenyl) propan-2-ol (3.8 g) in ether (50 ml) keeping between 25°-30°. The mixture was stirred at ambient temperature for 2 hours, the organic phase was separated, washed with sodium bicarbonate solution and with saturated sodium chloride solution. The dried (MgSO4) solution was evaporated and distilled (2.5 g). b.p. 122°-128°/0.1 mm.

Workup

  1. customkeeping between 25°-30°
  2. customthe organic phase was separated
  3. washwashed with sodium bicarbonate solution and with saturated sodium chloride solution
  4. dry with materialThe dried (MgSO4) solution
  5. customwas evaporated
  6. distillationdistilled (2.5 g)

Sources & evidence

ORD record
ord-a574549694e1498db4d2809191337e58
Source dataset
uspto-grants-1983_08
Patent number
US04396627

Reaction notes

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