4-Fluorophenol → omega-(4-Fluorophenoxy)-p-methylacetophenone

HRID 1283073Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH3:9][C:10]1[CH:19]=[CH:18][C:13]([C:14](=[O:17])[CH2:15]Cl)=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:15][C:14]([C:13]2[CH:18]=[CH:19][C:10]([CH3:9])=[CH:11][CH:12]=2)=[O:17])=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 97324-Fluorophenol

HCID 11430Potassium Carbonate

HCID 2378052-Chloro-1-(4-methylphenyl)ethan-1-one

Product 1

HCID 14970240omega-(4-Fluorophenoxy)-p-methylacetophenone

Procedure

Following the procedure outlined in Example 11(a), 4-fluorophenol was interacted with an equimolar quantity of p-methylphenacyl chloride in the presence of potassium carbonate to give ω-(4-fluorophenoxy)-p-methylacetophenone which melted at 95°-96°C after recrystallization from methanol.

Sources & evidence

ORD record: ord-9cc5ce60d54c43aebea47becf4fba3ea
Source dataset: uspto-grants-1976_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03974144

Reaction notes

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