Reaktion #79351

Reaktionsgleichung

ethanol

ethyl 7-(3-benzyloxypropoxy)-2-ethylchromane-2-carboxylate

→

title compound

Ausbeute 98.3%

Ethyl 7-(3-hydroxypropoxy)-2-ethylchromane-2-carboxylate

Ausbeute 98.3%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe catalyst was removed by filtration through a pad of celite
2. 2
   EinengenThe filtrate was concentrated
3. 3
   Sonstigechromatographed on silica gel
4. 4
   WaschenElution with 30% AcOEt/hexanes

Vorschrift

To a 80 ml ethanol solution of ethyl 7-(3-benzyloxypropoxy)-2-ethylchromane-2-carboxylate (3.76 g, 9.5 mmol) was added water 4 ml and 10% Pd/C 300 mg. This solution was placed in a Parr shaker and was shaken under hydrogen atmosphere (50 psi) overnight. The catalyst was removed by filtration through a pad of celite. The filtrate was concentrated and chromatographed on silica gel. Elution with 30% AcOEt/hexanes gave the title compound 2.88 g as a colorless syrup (quant.).

Quelle