Formic Acid → Propionic Acid

HRID 1595314Notes

Reaction equation

HRID 1595314 reaction equation
[C:1]([O-:4])(=[O:3])[CH3:2].[NH4+:5].C([O-])=[O:7].[NH4+].[CH:10]([OH:12])=[O:11]>C(O)(=O)C>[C:1](=[O:3])([O-:7])[O-:4].[NH4+:5].[NH4+:5].[C:10]([OH:12])(=[O:11])[CH2:1][CH3:2]

Participants

6

Reactant 3

HCID 284Formic AcidHCID 517165Ammonium AcetateHCID 2723923Ammonium formate

Product 2

HCID 1032Propionic AcidHCID 517111Ammonium Carbonate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A compound of the formula (XX) reported by Harry H. Wasserman, Tetrahedron Letter, Vol. 33, No. 40, pp. 6003-6006, 1992 and the like is reacted with a compound of the formula (XXI) in the presence of an ammonium salt such as ammonium lower alkanecarboxylate (e.g., ammonium acetate, ammonium formate and the like) and an ammonium salt of inorganic acid (e.g., ammonium carbonate and the like), in an acidic solution of lower alkanecarboxylic acid such as formic acid, acetic acid, propionic acid and the like to give a compound of the formula (XIX) (Step 12).

Sources & evidence

ORD record
ord-e93280d820f94b159c090848d2e5bf87
Source dataset
uspto-grants-2001_09
Patent number
US06288061B1

Reaction notes

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