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

HRID 853150Notes

Reaction equation

HRID 853150 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][C:19]([Cl:22])=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([CH2:15][O:1][C:2]2[CH:3]=[CH:4][C:5]([O:6][CH2:7][C:8]([NH:10][CH3:11])=[O:9])=[CH:12][CH:13]=2)=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 693291-(Bromomethyl)-4-chlorobenzeneHCID 181839132-(4-hydroxyphenoxy)-N-methylacetamide

Product 1

HCID 115368212-[4-(4-chloro-benzyloxy)-phenoxy]-N-methyl-acetamide

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

In analogy to the procedure described in Example 3 b), the alkylation of 2-(4-hydroxy-phenoxy)-N-methyl-acetamide [Example 3a)] with 1-bromomethyl-4-chloro-benzene in 2-butanone using potassium carbonate as the base yielded the 2-[4-(4-chloro-benzyloxy)-phenoxy]-N-methyl-acetamide as white crystals; MS: m/e=306 (M+H)+.

Sources & evidence

ORD record
ord-40aa36f1aab04b9fa0568df69d2cc5d6
Source dataset
uspto-grants-2007_08
Patent number
US07253318B2

Reaction notes

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