Benzaldehyde → Acetate

HRID 1732439Notes

Reaction equation

HRID 1732439 reaction equation
O=O.[C:3]([O:6][C:7](=[O:9])[CH3:8])(=[O:5])[CH3:4].[CH:10](=[O:17])C1C=CC=CC=1>CC1C=CC=CC=1>[C:3]([O-:6])(=[O:5])[CH3:4].[CH2:10]=[O:17].[C:3]([O:6][C:7](=[O:9])[CH3:8])(=[O:5])[CH3:4]

Participants

7

Reactant 3

HCID 240BenzaldehydeHCID 977OxygenHCID 7918Acetic Anhydride

Product 3

HCID 175AcetateHCID 712FormaldehydeHCID 7918Acetic Anhydride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The oxidation of methyl benzenes with air or oxygen in the presence of acetic anhydride, benzaldehyde and an acid catalyst under mild reaction conditions yields a phenolic acetate and formaldehyde or paraformaldehyde when the ratio of acetic anhydride to methyl benzene is adjusted to provide the selective formation of the phenolic acetate and formaldehyde or paraformaldehyde. In this process, it is essential that the flow of air or oxygen through the reaction medium be maintained at a sufficient rate to provide for the continuous removal of formaldehyde as it is formed. The formaldehyde may then be recovered in the form of paraformaldehyde.

Sources & evidence

ORD record
ord-466af23f869d43c4bebb777f98ff0b2b
Source dataset
uspto-grants-1980_12
Patent number
US04237309

Reaction notes

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