반응 #59865

반응 방정식

sodium hydroxide

THF

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

→

title compound

수율 90.3%

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

수율 90.3%

용매

methanol

반응 조건

후처리

1. 1
   추출The reaction mixture was extracted with dichloromethane (50 ml) four times
2. 2
   건조dried over anhydrous sodium sulfate
3. 3
   농축concentrated
4. 4
   기타The obtained crude product
5. 5
   기타was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate=1/1-0/1 gradient)
6. 6
   농축desired fractions were concentrated

실험 절차

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.

출처