Potassium Carbonate → HCID 69038917, compound

HRID 853158Notes

Reaction equation

HRID 853158 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][CH:7]([CH3:12])[C:8]([NH:10][CH3:11])=[O:9])=[CH:4][CH:3]=1.Br[CH2:16][C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[C:21]([C:20]1[CH:23]=[CH:24][C:17]([CH2:16][O:1][C:2]2[CH:3]=[CH:4][C:5]([O:6][CH:7]([CH3:12])[C:8]([NH:10][CH3:11])=[O:9])=[CH:13][CH:14]=2)=[CH:18][CH:19]=1)#[N:22]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 869964-(Bromomethyl)benzonitrileHCID 18539804HCID 18539804, compound

Product 1

HCID 69038917HCID 69038917, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

In analogy to the procedure described in Example 3b), the alkylation of (RS)-2-(4-hydroxy-phenoxy)-N-methyl-propionamide with 4-bromomethyl-benzonitrile in 2-butanone using potassium carbonate as the base yielded the (RS)-2-[4-(4-cyano-benzyloxy)-phenoxy]-N-methyl-propionamide as a white solid; MS: m/e=311 (M+H)+.

Sources & evidence

ORD record
ord-80b0b293431a474889e902ebfcd1deaf
Source dataset
uspto-grants-2007_08
Patent number
US07253318B2

Reaction notes

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