ChemicalBook CAS DataBase List SUBERIC ACID MONOMETHYL ESTER

SUBERIC ACID MONOMETHYL ESTER synthesis

8synthesis methods

Product Name:SUBERIC ACID MONOMETHYL ESTER
CAS Number:3946-32-5
Molecular formula:C9H16O4
Molecular Weight:188.22

67-56-1 Synthesis

67-56-1
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Yield:3946-32-5 80%

Reaction Conditions:

for 3 h;Reflux;

Steps:

8-Methoxy-8-oxooctanoic acid (12).
The solution of compound 9 (2.0 g, 12.8 mmol) in methanol (6.5 ml) was stirred at reflux in pressure tube during 3 h. The reaction mixture was evaporated to dryness and treated with ether. The white precipitate formed was filtered off. Yield 1.92 g(80%). 1H NMR spectrum (400 MHz, DMSO-d6), δ, ppm(J, Hz): 1.15-1.28 (4H, m, (CH2)2(CH2)2CO2CH3); 1.37-1.52 (4H, m, HO2C(CH2CH2CH2)2CO2CH3); 2.14 (2H, t,J = 7.4, CH2CO2CH3); 2.24 (2H, t, J = 7.4, CH2CO2H);3.54 (3H, s, CO2CH3, partially overlapped with water signal); 11.94 (1H, br. s, CO2H).

References:

Nikitjuka, Anna;Shestakova, Irina;Romanchikova, Nadezhda;Jirgensons, Aigars [Chemistry of Heterocyclic Compounds,2015,vol. 51,# 7,p. 647 - 657][Khim. Geterotsikl. Soedin.,2015,vol. 51,# 7,p. 647 - 657,11]

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