Ibuprofen, (+-)- → Methyl 2-methylprop-2-enoate;2-methylprop-2-enoic acid

HRID 2258386Notes

Reaction equation

[C:1](O)(=O)C=C.[OH:6][C:7]([CH:9]([C:11]1C=CC(CC(C)C)=CC=1)[CH3:10])=[O:8]>>[C:7]([OH:8])(=[O:6])[C:9]([CH3:11])=[CH2:10].[CH3:1][O:6][C:7](=[O:8])[C:9]([CH3:11])=[CH2:10]

Participants

Reactant 2

HCID 3672Ibuprofen, (+-)-

HCID 6581Acrylic Acid

Product 1

HCID 65310Methyl 2-methylprop-2-enoate;2-methylprop-2-enoic acid

Procedure

Acrylic acid, ibuprofen and poly(acrylic acid) (MW 2,000) and (MW 5,000) were purchased from Aldrich. Poly(methacrylic acid-methylmethacrylate) (Eudragit L) was provided by Rhom Pharma (Germany). Thionyl chloride, oxalyl chloride, and acetic anhydride were freshly distilled under nitrogen prior to use. All solvents were analytical grade.

Sources & evidence

ORD record: ord-57aeddba888d4109b2b164a6f17e181b
Source dataset: uspto-grants-1997_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05660851

Reaction notes

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