Potassium Carbonate → 2-[4-(2-fluoro-benzyloxy)-phenoxy]-N-methyl-acetamide

HRID 853151Notes

Reaction equation

HRID 853151 reaction equation
[OH:1][C:2]1[CH:13]=[CH:12][C:5]([O:6][CH2:7][C:8]([NH:10][CH3:11])=[O:9])=[CH:4][CH:3]=1.Br[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[F:22].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[F:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[CH2:15][O:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][C:8]([NH:10][CH3:11])=[O:9])=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 67968alpha-Bromo-o-fluorotolueneHCID 181839132-(4-hydroxyphenoxy)-N-methylacetamide

Product 1

HCID 117019972-[4-(2-fluoro-benzyloxy)-phenoxy]-N-methyl-acetamide

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

In analogy to the procedure described in Example 3b), the alkylation of 2-(4-hydroxy-phenoxy)-N-methyl-acetamide [Example 3a)] with 1-bromomethyl-2-fluoro-benzene in 2-butanone using potassium carbonate as the base yielded the 2-[4-(2-fluoro-benzyloxy)-phenoxy]-N-methyl-acetamide as white crystals; MS: m/e=290 (M+H)+.

Sources & evidence

ORD record
ord-9d0c8baba0d74c90a480a9142655889a
Source dataset
uspto-grants-2007_08
Patent number
US07253318B2

Reaction notes

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