反応 #59010

反応方程式

sodium hydroxide

benzyl 4-benzoyloxy-2-benzyloxybenzoate

methanol

hydrochloric acid

→

benzyl 2-benzyloxy-4-hydroxybenzoate

収率 40.3%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   その他the solvent was evaporated under reduced pressure
2. 2
   workup.ADDITIONWater was added to the residue
3. 3
   抽出the mixture was extracted with ethyl acetate
4. 4
   洗浄The organic layer was washed with brine
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   その他The solvent was evaporated under reduced pressure
7. 7
   その他the residue was purified by medium-pressure liquid silica gel column chromatography (eluent: n-hexane/ethyl acetate=4/1)

実験手順

A 2 mol/L aqueous solution of sodium hydroxide (6.39 mL) was added to a mixture of benzyl 4-benzoyloxy-2-benzyloxybenzoate (2.80 g), methanol (10 mL) and tetrahydrofuran (10 mL), and the mixture was stirred at room temperature for 5 hrs. 2 mol/L hydrochloric acid (6.39 mL) was added to the reaction mixture at room temperature, and the solvent was evaporated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by medium-pressure liquid silica gel column chromatography (eluent: n-hexane/ethyl acetate=4/1) to afford benzyl 2-benzyloxy-4-hydroxybenzoate (0.86 g).

出典