Acetic Acid → Ethyl 3-hydroxy-2-(hydroxymethyl)-2-(pyridin-3-yl)propanoate

反応式

C(O[C:5]1[C:6](CC)=[N:7][CH:8]=[CH:9][CH:10]=1)(=O)C.[CH2:13]=[O:14].[O-][CH2:16][CH3:17].[Na+].[C:19]([OH:22])(=[O:21])[CH3:20].CN([CH:26]=[O:27])C>>[OH:14][CH2:13][C:20]([CH2:26][OH:27])([C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)[C:19]([O:22][CH2:16][CH3:17])=[O:21]

参加物

反応物 5

HCID 176Acetic Acid

HCID 712Formaldehyde

HCID 6228Dimethylformamide

HCID 2723922Sodium ethoxide

HCID 671213462-Ethylpyridin-3-yl acetate

生成物 1

HCID 86713459Ethyl 3-hydroxy-2-(hydroxymethyl)-2-(pyridin-3-yl)propanoate

実験手順

To a solution of 2 g of ethylpyridin-3-yl acetate in 40 ml of DMF were added 1.09 g of paraformaldehyde and 165 mg of sodium ethoxide, followed by stirring for 19 hours. Acetic acid was added thereto under ice-cooling and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 1.29 g of ethyl 3-hydroxy-2-(hydroxymethyl)-2-(pyridin-3-yl)propanoate.