ETHYL 2-(2-CHLOROPHENYL)ACETATE synthesis
- Product Name:ETHYL 2-(2-CHLOROPHENYL)ACETATE
- CAS Number:40061-54-9
- Molecular formula:C10H11ClO2
- Molecular Weight:198.65
2444-36-2
450 suppliers
$5.00/25g
64-17-5
715 suppliers
$10.00/50g
40061-54-9
72 suppliers
$35.75/25g
Yield:40061-54-9 97%
Reaction Conditions:
with sulfuric acidReflux;
Steps:
AR.AR.1
Intermediate AR(1)ethyl 2-(2-chlorophenyl)acetateA mixture of 2-(2-chlorophenyl)acetic acid (10 g, 58.6 mmol) in EtOH (Volume: 152 ml) was treated with H2S04 (1.719 ml, 32.2 mmol). The result mixture was refluxed overnight. The heat was removed, and the reaction mixture was concentrated. The resulting oil was dissolved in EtOAc and CAREFULLY treated with aqueous Na2C03 (3.47 g, 32.8 mmol) (CAUTION: Gas evolution) until the solution remained basic and no further gas evolution was seen. The EtOAc layer was then removed and the aqueous layer was again extracted two times with EtOAc. The combined organic layers were then washed with brine, dried over Na2S04 and concentrated in vacuo to obtain ethyl 2-(2- chlorophenyl)acetate (1 1.32 g, 57.0 mmol, 97 % yield). LC-MS (M+H)+ = 199.1.? NMR (500MHz, CD3OD) δ 7.41 (ddd, J=16.8, 5.6, 3.5 Hz, 1H), 7.35 (dd, J=5.5, 3.7 Hz, 1H), 7.28 (dd, J=5.8, 3.7 Hz, 2H), 4.17 (q, J=7.0 Hz, 2H), 3.80 (s, 2H), 1.26 (t, J=7.2 Hz, 3H).
References:
BRISTOL-MYERS SQUIBB COMPANY;BOY, Kenneth M.;GUERNON, Jason M.;MACOR, John E.;OLSON, Richard E.;SHI, Jianliang;THOMPSON, Lorin A., III.;WU, Yong-Jin;XU, Li;ZHANG, Yunhui;ZUEV, Dmitry S. WO2012/103297, 2012, A1 Location in patent:Page/Page column 195-196
64-17-5
715 suppliers
$10.00/50g
201230-82-2
1 suppliers
inquiry
95-49-8
336 suppliers
$10.00/5g
40061-54-9
72 suppliers
$35.75/25g
611-19-8
431 suppliers
$7.00/25g
623-49-4
235 suppliers
$10.60/1gm:
40061-54-9
72 suppliers
$35.75/25g