Reaktion #59865

Reaktionsgleichung

sodium hydroxide

THF

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

→

title compound

Ausbeute 90.3%

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

Ausbeute 90.3%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe reaction mixture was extracted with dichloromethane (50 ml) four times
2. 2
   Trocknendried over anhydrous sodium sulfate
3. 3
   Einengenconcentrated
4. 4
   SonstigeThe obtained crude product
5. 5
   Sonstigewas purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate=1/1-0/1 gradient)
6. 6
   Einengendesired fractions were concentrated

Vorschrift

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.

Quelle