Potassium Carbonate → HCID 9012670, compound

HRID 49937Notes

Reaction equation

HRID 49937 reaction equation
Br[CH2:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7].[OH:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:18]([C:17]1[CH:20]=[CH:21][C:14]([O:13][CH2:2][C:3]2[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=2)[C:6]([O:8][CH3:9])=[O:7])=[CH:15][CH:16]=1)#[N:19]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 130194-CyanophenolHCID 517981Methyl 3-(bromomethyl)benzoate

Product 1

HCID 9012670HCID 9012670, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

500 mg (2.18 mmol) of methyl 3-bromomethylbenzoate, 437 mg (2.40 mmol) of 4-hydroxybenzonitrile and 600 mg of potassium carbonate were stirred in dimethylformamide at room temperature for 1.5 hours. The reaction mixture was filtered through Celite, then treated by an ordinary method and purified by the silica gel column chromatography to obtain the title compound.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. additiontreated by an ordinary method
  3. custompurified by the silica gel column chromatography

Sources & evidence

ORD record
ord-ed85861d1c884e0d93967395beef5c5a
Source dataset
uspto-grants-2004_03
Patent number
US06710056B2

Reaction notes

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