تفاعل #1731763

معادلة التفاعل

methyl 5-benzyloxy-2-hydroxybenzoate

cesium carbonate

methyl iodide

→

methyl 5-benzyloxy-2-methoxybenzoate

المردود 90.2%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture was concentrated
2. 2
   workup.DISSOLUTIONdissolved again in ethyl acetate
3. 3
   غسيلwashed with saturated brine
4. 4
   تجفيفThe organic layer was dried (over MgSO4)
5. 5
   أخرىthe solvent was evaporated under reduced pressure
6. 6
   أخرىThe residue was purified by column chromatography (Biotage cartridge 40+M, ethyl acetate:n-hexane=15:85→1:4)

الإجراء التجريبي

To a suspended solution of methyl 5-benzyloxy-2-hydroxybenzoate (3.91 g) and cesium carbonate (6.41 g) in acetone (100 ml) was added methyl iodide (1.41 ml), and the mixture was stirred at 50° C. for 6 hr. The reaction mixture was concentrated, dissolved again in ethyl acetate and washed with saturated brine. The organic layer was dried (over MgSO4), and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Biotage cartridge 40+M, ethyl acetate:n-hexane=15:85→1:4) to give methyl 5-benzyloxy-2-methoxybenzoate (3.72 g, 90%) as colorless crystals.

المصدر