Ibuprofen, (+-)- → 31121-93-4

HRID 1449783Notes

Reaction equation

C1(C(C)C(O)=O)C=CC=CC=1.[OH:12][C:13]([CH:15]([C:17]1[CH:26]=[CH:25][C:20]([CH2:21][CH:22]([CH3:24])[CH3:23])=[CH:19][CH:18]=1)[CH3:16])=[O:14].[Na:27]>>[OH:14][C:13]([CH:15]([C:17]1[CH:18]=[CH:19][C:20]([CH2:21][CH:22]([CH3:23])[CH3:24])=[CH:25][CH:26]=1)[CH3:16])=[O:12].[Na:27]

Participants

Reactant 3

HCID 3672Ibuprofen, (+-)-

HCID 102962-Phenylpropionic acid

HCID 5360545Sodium

Product 1

HCID 4505253531121-93-4

Procedure

where the phenylpropionic acid is ibuprofen, contact with an aqueous solution of a sodium containing base to produce an aqueous solution of sodium ibuprofen which is separated from the water-immiscible solvent, the aqueous solution then being diluted with acetone to crystallise further-(S)-enriched-sodium-ibuprofen; or

Sources & evidence

ORD record: ord-f170b1443d5144e78c41f7a447636fad
Source dataset: uspto-grants-1997_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05599969

Reaction notes

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