Formic Acid → Acetic Anhydride

HRID 54663Notes

Reaction equation

HRID 54663 reaction equation
[CH:1]([NH:3][C@@H:4]1[C:9](=[O:10])[O:8][C:6](=[O:7])[CH2:5]1)=[O:2].C(O)=[O:12]>>[CH:1]([NH:3][C@H:4]([C:9]([OH:8])=[O:10])[CH2:5][C:6]([OH:12])=[O:7])=[O:2].[C:6]([O:8][C:9](=[O:10])[CH3:4])(=[O:7])[CH3:5]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 11298025N-[(3S)-Tetrahydro-2,5-dioxo-3-furanyl]formamide2×

Product 2

HCID 7918Acetic AnhydrideHCID 88052N-formyl-L-aspartic acid

Procedure

N-formyl-L-aspartic anhydride (hereinafter referred to as FAA) is usually obtained by the reaction of N-formyl-L-aspartic acid with formic acid and acetic anhydride (hereinafter referred to as dehydration reaction). As such a reaction known is a reaction in which acetic acid and formic acid are employed in almost stoichiometric amounts based on aspartic acid (U.S. Pat. No. 4,526,985 and U.S. Pat. No. 4,810,816), which is problematic in that the yield is low as based on the amount of aspartic acid as the starting material.

Sources & evidence

ORD record
ord-74767284d4eb49be834813840c8b07dd
Source dataset
uspto-grants-1997_04
Patent number
US05623079

Reaction notes

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