Flurbiprofen Methyl Ester → Flurbiprofen

HRID 2163601Notes

Reaction equation

HRID 2163601 reaction equation
C([O-])(=O)C.[Tl+3].C([O-])(=O)C.C([O-])(=O)C.[F:14][C:15]1[CH:20]=[C:19]([CH:21]([CH3:26])[C:22]([O:24]C)=[O:23])[CH:18]=[CH:17][C:16]=1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C(O)(=O)C.CCCCCC>[F:14][C:15]1[CH:20]=[C:19]([CH:21]([CH3:26])[C:22]([OH:24])=[O:23])[CH:18]=[CH:17][C:16]=1[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 4127Flurbiprofen Methyl EsterHCID 21915946Thallium (III) acetate

Product 1

HCID 3394Flurbiprofen

Reagents, catalysts & solvents 1

HCID 22590778Acetic Acid HexaneSolvent

Procedure

Following the procedure of Example 2, the enol ether of the formula ##STR9## is reacted with thallium (III) acetate in an aqueous acetic acid/hexane mixture at 25° to 50° C. until methyl 2-(2-fluoro-4-biphenylyl)propionate is formed. This ester is isolated from the reaction mixture and hydrolyzed to 2-(2-fluoro-4-biphenylyl)propionic acid (generic name, flurbiprofen) by the described procedure.

Workup

  1. customis formed

Sources & evidence

ORD record
ord-e044dcb41ca14cb189b5460bfe31d3cd
Source dataset
uspto-grants-1979_01
Patent number
US04135051

Reaction notes

Loading…