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Furo[3,4-c]pyridin-7-ol, 1-ethoxy-1,3-dihydro-6-methyl- synthesis

5synthesis methods
-

Yield:880-91-1 81%

Reaction Conditions:

with phenol for 2 h;Reflux;Reagent/catalyst;

Steps:

1-Ethoxy-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol (3).

General procedure: A mixture of 0.72 g of pyridoxal and 0.26 g of acetic acid in 20 mL of anhydrous ethanol was refluxed for 2 h. After cooling the solvent was removed. Anhydrous diethyl ether (20 mL) was added to the residue, the precipitate formed was separated and dried. Yield 0.58 g (69%), mp 118-121°C [4]. 1H NMR spectrum (DMSO-d6), δ, ppm: 1.13 t (3H, CH3, 2JHH = 7.1 Hz), 2.37 s (3H, CH3), 3.65 m (2H, OCH2), 4.93 d (1H, OCH2, 2JHH = 12.9 Hz), 5.03 d (1H, OCH2, 2JHH = 12.9 Hz), 6.27 s (1H, CH), 7.93 s (1H, CHAr), 9.66 s (1H, OH).

References:

Bagautdinova, R. Kh.;Kibardina;Trifonov;Pudovik;Pudovik;Burilov [Russian Journal of General Chemistry,2017,vol. 87,# 9,p. 2097 - 2099][Zh. Obshch. Khim.,2017,vol. 87,# 9,p. 1542 - 1544]