2-Ethylphenol → Ethyl (2-ethylphenoxy)acetate

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 2-ethylphenol (5 ml, 42.4 mmoles, 1 eq) in dry DMF (120 ml, 0.35M) was added potassium carbonate (6.45 g, 46.6 mmoles, 1.1 eq) and ethylbromoacetate (4.7 ml, 42.2 mmoles, 1 eq) and heated to 60° C. overnight. After cooling to room temperature the reaction mixture was partitioned between ethyl ether and 1N NaOH. The phases were separated and the organic portion was washed twice with 1N NaOH, twice with H2O, brine, dried over Na2SO4, filtered and concentrated in vacuo to yield 7.2 g (82%) of product.

Provenance & Evidence