Potassium Carbonate → HCID 16577665, compound

HRID 870514Notes

Reaction equation

HRID 870514 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11].C(=O)([O-])[O-].[K+].[K+].[CH3:18][O:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24]Br)=[CH:22][CH:21]=1>CN(C)C=O.ClCCl.O>[CH3:11][O:10][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:2]=1[O:1][CH2:24][C:23]1[CH:26]=[CH:27][C:20]([O:19][CH3:18])=[CH:21][CH:22]=1)[C:6]#[N:7]

Participants

7

Reactant 3

HCID 11430Potassium CarbonateHCID 781354-Hydroxy-3-methoxybenzonitrileHCID 1650214-Methoxybenzyl bromide

Product 1

HCID 16577665HCID 16577665, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

3.73 g 4-Hydroxy-3-methoxybenzonitrile was dissolved in dimethylformamide and 3.8 g potassium carbonate was added before the mixture was stirred for 15 min. 5 g para-Methoxybenzylbromide was added and stirring was continued for 1 h. The mixture was diluted with dichloromethane and water. The phases were separated and the water phase extracted again with dichloromethane. The combined organic phases were dried over magnesium sulfate and concentrated.

Workup

  1. stirringstirring
  2. waitwas continued for 1 h
  3. customThe phases were separated
  4. extractionthe water phase extracted again with dichloromethane
  5. dry with materialThe combined organic phases were dried over magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-afcc7d51a9aa435ca6194936616414b9
Source dataset
uspto-grants-2015_03
Patent number
US08969568B2

Reaction notes

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