Potassium Carbonate → Ketoprofen

HRID 1198003Notes

Reaction equation

HRID 1198003 reaction equation
[C:1]([C:9]1[CH:10]=[C:11]([CH2:15][C:16]#N)[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18](=O)([O:21]C)[O:19]C.C([O-])([O-])=O.[K+].[K+]>>[OH:21][C:18]([CH:15]([C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:8])[CH:10]=1)[CH3:16])=[O:19]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 12021Dimethyl CarbonateHCID 88857(3-Benzoylphenyl)ethanenitrile

Product 1

HCID 3825KetoprofenYield 80%

Procedure

A mixture of (3-benzoylphenyl)acetonitrile (1 g), dimethyl carbonate (15 ml) and K2CO3 (3 g) in the 1:40:5 molar ratio, is reacted in a steel autoclave at the temperature of 140° C. for 10 hours and 30 minutes. After recovering DMC, 0.85 g of the title product are obtained, with a monomethylation selectivity >99% (80% yield), which is hydrolyzed to obtain ketoprofen by known methods.

Workup

  1. customAfter recovering DMC, 0.85 g of the title product
  2. customare obtained, with a monomethylation selectivity >99% (80% yield), which

Sources & evidence

ORD record
ord-613233541c0642cca829c568c7018a85
Source dataset
uspto-grants-1994_01
Patent number
US05278333

Reaction notes

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