Reaktion #48977

Reaktionsgleichung

Trifluoroacetic acid

ethyl 4-(benzyloxy)-2-(2,3-bis(cyclopentyloxy)-4-methoxybenzoyl)butanoate

→

3-(2-(benzyloxy)ethyl)-8-(cyclopentyloxy)-4-hydroxy-7-methoxy-2H-chromen-2-one

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was maintained overnight
2. 2
   Waschenwashed with sat'd NaHCO3 (200 mL×2)
3. 3
   SonstigeThe organic layer was dried
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated
6. 6
   Sonstigepurified by silica gel chromatography (ethyl acetate:petroleum ether)

Vorschrift

Trifluoroacetic acid (35 mL) was added dropwise to a solution of ethyl 4-(benzyloxy)-2-(2,3-bis(cyclopentyloxy)-4-methoxybenzoyl)butanoate (14 g, 25 mmol) and dichloromethane (280 mL) at rt. The reaction was maintained overnight, diluted with dichloromethane (200 mL), and washed with sat'd NaHCO3 (200 mL×2) and then brine (200 mL). The organic layer was dried, filtered, concentrated, and purified by silica gel chromatography (ethyl acetate:petroleum ether) to give 3-(2-(benzyloxy)ethyl)-8-(cyclopentyloxy)-4-hydroxy-7-methoxy-2H-chromen-2-one: MS (ESI): 411.

Quelle