Potassium Carbonate → 2-Fluoro-alpha-(2-methyl-5-methoxyphenoxy)acetophenone

HRID 262094Notes

Reaction equation

HRID 262094 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH3:10].Br[CH:12]([F:21])[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:14].C(=O)([O-])[O-].[K+].[K+]>C1C=CC=CC=1>[F:21][CH:12]([O:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH3:10])[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:14]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 109535825-Methoxy-2-methylphenolHCID 125451272-Bromo-2-fluoro-1-phenylethan-1-one

Product 1

HCID 213198872-Fluoro-alpha-(2-methyl-5-methoxyphenoxy)acetophenone

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Using the method described in Example 17, equimolar amounts of 2-hydroxy-4-methoxytoluene and α-bromo-2-fluoroacetophenone are refluxed in benzene in the presence of potassium carbonate to provide 2-fluoro-α-(2-methyl-5-methoxyphenoxy)acetophenone. Recrystallization from cyclohexane provides a tan solid, m.p. 57°-58° C.

Sources & evidence

ORD record
ord-3e851856db374d72af6a9b2abc83912c
Source dataset
uspto-grants-1979_05
Patent number
US04153619

Reaction notes

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