反应详情

To a mixture of methyl 3-carboxymethoxy-5-hydroxybenzoate (2 g), N,N-dimethylethylenediamine (1.07 ml) and 1-hydroxybenzotriazole (1.31 g) in N,N-dimethylformamide (40 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (1.86 g) under ice cooling. After stirring at room temperature for 5 hours, the solvent of the reaction mixture was removed under reduced pressure. The residue was purified by column chromatography on aluminum eluting with a mixture of chloroform and methanol (20:1 to 5:1). The fractions containing the desired product were collected and evaporated in vacuo. Then the residue was triturated with diethyl ether, collected by filtration and washed with diethyl ether to give methyl 3-[(2-dimethylaminoethyl)carbamoylmethoxy]-5-hydroxybenzoate (1.94 g).

1. customthe solvent of the reaction mixture was removed under reduced pressure
2. customThe residue was purified by column chromatography on aluminum eluting with a mixture of chloroform and methanol (20:1 to 5:1)
3. additionThe fractions containing the desired product
4. customwere collected
5. customevaporated in vacuo
6. customThen the residue was triturated with diethyl ether
7. filtrationcollected by filtration
8. washwashed with diethyl ether