Potassium Carbonate → HCID 58297404, compound

HRID 2390113Notes

Reaction equation

HRID 2390113 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].Br[CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19]>CC(C)=O>[C:21]([O:20][C:18](=[O:19])[CH2:17][O:9][C:3]1[CH:4]=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=1[Br:1])([CH3:24])([CH3:23])[CH3:22]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 231092-Bromo-4-methylphenolHCID 79177tert-Butyl bromoacetate

Product 1

HCID 58297404HCID 58297404, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 2-bromo-4-methylphenol (Alfa; 3.00 g; 16.0 mmol) in acetone (30 mL) was treated with potassium carbonate (2.44 g; 17.6 mmol), stirred for 10 minutes then treated with tert-butyl bromoacetate (2.37 mL; 16.0 mmol). The reaction mixture was stirred at 65° C. for 18 hours, then the mixture was filtered, the solid was washed with acetone and the filtrate was concentrated to dryness under vacuum to give the title compound as a pale yellow liquid (4.8 g, 99%).

Workup

  1. stirringThe reaction mixture was stirred at 65° C. for 18 hours
  2. filtrationthe mixture was filtered
  3. washthe solid was washed with acetone
  4. concentrationthe filtrate was concentrated to dryness under vacuum

Sources & evidence

ORD record
ord-011aec6c965748dab37749ff2ec86eda
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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