反応 #59865

反応方程式

sodium hydroxide

THF

(8-methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)methyl benzoate

→

title compound

収率 90.3%

(8-methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)methanol

収率 90.3%

溶媒

methanol

反応条件

後処理

1. 1
   抽出The reaction mixture was extracted with dichloromethane (50 ml) four times
2. 2
   乾燥dried over anhydrous sodium sulfate
3. 3
   濃縮concentrated
4. 4
   その他The obtained crude product
5. 5
   その他was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate=1/1-0/1 gradient)
6. 6
   濃縮desired fractions were concentrated

実験手順

To a THF (10 ml) and methanol (5 ml) solution of the (8-methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)methyl benzoate (1.92 g, 6.52 mmol) obtained in the step (5b), a 1N aqueous sodium hydroxide solution (10 ml, 10 mmol) was added and stirred at room temperature for one hour. The reaction mixture was extracted with dichloromethane (50 ml) four times, dried over anhydrous sodium sulfate, and then, concentrated. The obtained crude product was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate=1/1-0/1 gradient) and desired fractions were concentrated to obtain the title compound (1.12 g, 90.0% yield) as a white solid.

出典