Reaktion #471643

Reaktionsgleichung

1,4-dioxaspiro[4.5]dec-8-ylmethanol

3-(benzyloxy)phenol

triphenylphosphine

→

8-{[3-(benzyloxy)phenoxy]methyl}-1,4-dioxaspiro[4.5]decane

Ausbeute 47.8%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   SonstigeThe reaction liquid
3. 3
   Einengenwas concentrated under reduced pressure, benzene
4. 4
   workup.ADDITIONwas added to the residue, and insolubles
5. 5
   Sonstigewere removed by filtration
6. 6
   EinengenThe filtrate was concentrated under reduced pressure
7. 7
   Sonstigethe residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=92/8-85/15)

Vorschrift

To a solution of 1,4-dioxaspiro[4.5]dec-8-ylmethanol (946 mg), 3-(benzyloxy)phenol (1 g), and triphenylphosphine (1.57 g) in THF (15 mL) was added azodicarboxylate diethyl (944 μL) under ice-cooling, and the mixture was stirred at room temperature overnight. The reaction liquid was concentrated under reduced pressure, benzene was added to the residue, and insolubles were removed by filtration. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=92/8-85/15) to obtain 8-{[3-(benzyloxy)phenoxy]methyl}-1,4-dioxaspiro[4.5]decane (846 mg).

Quelle