P-Cresol → Ethyl (p-tolyloxy)acetate

HRID 1777099Notes

Reaction equation

HRID 1777099 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([CH3:8])[CH:2]=1.Br[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C([O-])([O-])=O.[K+].[K+]>CC#N>[C:3]1([CH3:8])[CH:4]=[CH:5][C:6]([O:7][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:1][CH:2]=1

Participants

5

Reactant 3

HCID 2879P-CresolHCID 7748Ethyl bromoacetateHCID 11430Potassium Carbonate

Product 1

HCID 4047281Ethyl (p-tolyloxy)acetate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

To a mixture of p-cresol (500 mg, 4.63 mmol) and ethyl 2-bromoacetate (928 mg, 5.56 mmol) in CH3CN (10 mL) was added K2CO3 (3 g, 21.7 mmol). The reaction mixture was stirred at 80° C. for 4 h. The solid was removed by filtration and the filtrate was concentrated to give the title compound which was used in the next step without further purification.

Workup

  1. customThe solid was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-ae7cc55cd61e4573944615b91447b282
Source dataset
uspto-grants-2016_02
Patent number
US09266836B2

Reaction notes

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