Reaktion #456325

Reaktionsgleichung

CHCl3

n-propylmagnesium bromide

ethyl 4-phenylbenzoylformate

3,4-dihydroxy-5-methyl-5-phenyl-2(5H)-furanone

→

5-[(1,1'-biphenyl)-4-yl]-4-hydroxy-3-phenylmethoxy-5-propyl-2(5H)-furanone

Ausbeute 8.0%

Lösungsmittel

—

hexanes

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto give

Vorschrift

A total of 5.2 mL (10.4 mmol) of 2.0M n-propylmagnesium bromide was added to a solution of 2.4 g (10 mmol) of ethyl 4-phenylbenzoylformate in THF in an analogous manner as described for the synthesis of 3,4-dihydroxy-5-methyl-5-phenyl-2(5H)-furanone to give prior to hydrogenolysis 0.30 g (8% yield) of 5-[(1,1'-biphenyl)-4-yl]-4-hydroxy-3-phenylmethoxy-5-propyl-2(5H)-furanone as an off white solid after crystallization from CHCl3 and hexanes.

Quelle