3-(Trifluoromethyl)phenol → Ethyl 2-[3-(trifluoromethyl)phenoxy]acetate

A mixture of 100 g (.618 mole) of α,α,α-trifluoro-m-cresol, 106 g (.632 mole) of ethyl bromoacetate, 87.5 g (.632 mole) of potassium carbonate, and 1500 ml of acetone is stirred at reflux for 4 hours, and at room temperature for 18 hours. The mixture is filtered, evaporated under vacuum on a rotorary evaporator at 45° C. and at 85° C. (0.1 mm) to remove excess ethyl bromoacetate. The reaction mixture is taken up in 500 ml of ether, washed three times with 100 ml each of 0.1M potassium carbonate, once with 100 ml of water, 100 ml of 0.01M hydrochloric acid, and 100 ml of water. It is then dried with magnesium sulfate, filtered and evaporated, giving 142 g of the crude product. This is fractionally distilled at 73°-75° C. (0.1 mm) to give 124 g of he purified subject product as a colorless liquid.

1. temperatureat reflux for 4 hours
2. filtrationThe mixture is filtered
3. customevaporated under vacuum on a rotorary evaporator at 45° C. and at 85° C. (0.1 mm)
4. customto remove excess ethyl bromoacetate
5. washwashed three times with 100 ml each of 0.1M potassium carbonate
6. dry with materialIt is then dried with magnesium sulfate
7. filtrationfiltered
8. customevaporated

ORD record

ord-be2f32a9f5594835897d485397307843

Source dataset

uspto-grants-1979_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04172839