Acetic Acid → 4'-Hydroxyacetophenone

HRID 365020Notes

Reaction equation

HRID 365020 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.F.[C:9](O)(=[O:11])[CH3:10]>>[CH3:10][C:9]([C:4]1[CH:3]=[CH:2][C:1]([OH:7])=[CH:6][CH:5]=1)=[O:11]

Participants

4

Procedure

Dann and Mylius in a dissertation included as part of a series of Reports from the Institute for Applied Chemistry of the University of Erlangen, received for publication on Jan. 7, 1954 and published in Annalen der Chemie 587 Band, pages 1 to 15, disclose the reaction of phenol and glacial acetic acid in the presence of hydrogen fluoride to produce 4-hydroxyacetophenone (4-HAP) in a yield of 61.6%. This reaction may be conventionally characterized as a Friedel-Crafts acetylation of phenol with acetic acid as the acetylating agent.

Sources & evidence

ORD record
ord-a0a44f9f2823496f94f40e2fcd0f8526
Source dataset
uspto-grants-1986_08
Patent number
US04607125

Reaction notes

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