ETHYL-2,5-DIMETHYLBENZOYLFORMATE synthesis
- Product Name:ETHYL-2,5-DIMETHYLBENZOYLFORMATE
- CAS Number:80120-31-6
- Molecular formula:C12H14O3
- Molecular Weight:206.24
106-42-3
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$19.00/25ML
4755-77-5
341 suppliers
$9.00/25g
80120-31-6
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$22.00/1g
Yield:80120-31-6 44%
Reaction Conditions:
with aluminum (III) chloride in dichloromethane at 0 - 20; for 2 h;
Steps:
Ethyl 2-(2,5-dimethylphenyl)-2-oxoacetate 4d
AlCl3 (4.74 g, 36 mmol, 1.9 eq) was suspended in CH2Cl2 (20 mL) at 0 °C in a three-necked round bottomed flask equipped with a cooling system. Ethyl chlorooxoacetate (4.0 mL, 36 mmol, 1.9 eq.)was added dropwise over about 10-15 min. After 10 min the stirred suspension turned into a paleyellow solution. p-Xylene (2.00 mL, 18.8 mmol, 1 eq) was added dropwise over about 10 min whilekeeping the reaction mixture at 0 °C. The solution was stirred at r.t. for 2 h and then a threefoldvolume of H2O was carefully added. Extraction was performed with EtOAc (5 × 30 mL). Theorganic layers were collected and washed with sat. NaCl solution (2 × 30 mL), dried over Na2SO4and concentrated in vacuo to give the product as a yellow liquid (1.72 g, 44%).1H NMR (300 MHz,CDCl3) δ 7.47 (s, 1H), 7.29 (d, J 7.9 Hz, 1H), 7.18 (d, J 7.9 Hz, 1H), 4.43 (q, J 7.2 Hz, 2H), 2.55 (s,3H), 2.36 (s, 3H), 1.41 (t, J 7.1 Hz, 3H).
References:
Tsygankov, Alexey A.;Chun, Man-Seog;Samoylova, Alexandra D.;Kwon, Seongyeon;Kreschenova, Yuliya M.;Kim, Suhyeon;Shin, Euijin;Oh, Jinho;Strelkova, Tatyana V.;Kolesov, Valerii S.;Zubkov, Fedor I.;Semenov, Sergei E.;Fedyanin, Ivan V.;Chusov, Denis [Synlett,2017,vol. 28,# 5,art. no. ST-2016-B0664-L,p. 615 - 619] Location in patent:supporting information
95-72-7
158 suppliers
$42.00/100g
4755-77-5
341 suppliers
$9.00/25g
80120-31-6
13 suppliers
$22.00/1g
