Malic Acid → Malic Acid

HRID 2176079Notes

Reaction equation

[C:1]([OH:9])(=[O:8])[CH:2]([CH2:4][C:5]([OH:7])=[O:6])[OH:3].C1(=O)OC(=O)C=C1.[C:17]([OH:25])(=[O:24])[C@H:18]([CH2:20][C:21]([OH:23])=[O:22])O>>[C:1]([OH:9])(=[O:8])[CH:2]([CH2:4][C:5]([OH:7])=[O:6])[OH:3].[C:17]([O-:25])(=[O:24])/[CH:18]=[CH:20]/[C:21]([O-:23])=[O:22]

Participants

Reactant 3

HCID 525Malic Acid

HCID 7923Maleic Anhydride

HCID 222656L-Malic Acid

Product 2

HCID 525Malic Acid

HCID 5460307Fumarate

Procedure

Malic acid is used as an acidulant and taste enhancer in the beverage and food industry. Racemic malic acid is synthesized petrochemically from maleic anhydride whereas enantiometrically pure L-malic acid (used in pharmaceutical production) is produced from fumarate by hydration with fumarase.

Sources & evidence

ORD record: ord-6d091f3ac1ff4a358551bbdaafe3f55b
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09062330B2

Reaction notes

Loading…