ChemicalBook CAS DataBase List ETHYL M-ETHOXYBENZOATE

ETHYL M-ETHOXYBENZOATE synthesis

5synthesis methods

Product Name:ETHYL M-ETHOXYBENZOATE
CAS Number:5432-17-7
Molecular formula:C11H14O3
Molecular Weight:194.23

74-96-4 Synthesis

74-96-4
442 suppliers
$9.00/5g

7781-98-8
206 suppliers
$10.00/5g

5432-17-7
31 suppliers
$1728.00/5g

Yield:5432-17-7 95%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20;

Steps:

Compound 38a.

To a solution of compound 37 (1 g, 6.02 mmol) in DMF (10 mL) was added potassium carbonate (2.5 g, 18.05 mmol) and ethylbromide (2.24 mL, 30.09 mmol) and the mixture was stirred at room temperature overnight. The crude mixture was then poured into water and extracted with hexanes. The organic extracts were washed with water, brine, dried over anhydrous sodium sulfate, filtered and evaporated to give the desired product as a colorless oil (1.121 g, 95%). Product was used without further purification. ¹H NMR (CDCl₃), δ 1.40 (t, J = 7 Hz, 3H), 1.44 (t, J = 7 Hz, 3H), 4.08 (q, J = 7 Hz, 2H), 4.38 (q, J = 7 Hz, 2H), 7.09 (dd, J = 8 Hz and 2 Hz, 1H), 7.33 (t, J = 8 Hz, 1H), 7.56 (br s, 1H), 7.63 (d, J = 8 Hz, 1H).

References:

Goodman, Allan;McCall, Jennifer R.;Jacocks, Henry M.;Thompson, Alysha;Baden, Daniel;Abraham, William M.;Bourdelais, Andrea [Marine Drugs,2014,vol. 12,# 4,p. 1839 - 1858]