Reaktion #595117

Reaktionsgleichung

methyl 6-(benzyloxy)-4′-hydroxybiphenyl-3-carboxylate

2-chloroethyl ethyl ether

potassium carbonate

2-Chloroethyl ethyl ether

potassium carbonate

→

title compound

Ausbeute 99.0%

methyl 6-(benzyloxy)-4′-(2-ethoxyethoxy)biphenyl-3-carboxylate

Ausbeute 99.0%

Lösungsmittel

ethyl acetate

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed successively with water and brine
2. 2
   Trocknendried over magnesium sulfate
3. 3
   Einengenconcentrated under reduced pressure

Vorschrift

A solution of methyl 6-(benzyloxy)-4′-hydroxybiphenyl-3-carboxylate (5.0 g, 15.0 mmol), 2-chloroethyl ethyl ether (2.1 mL, 19.1 mmol) and potassium carbonate (3.1 g, 22.4 mmol) in N,N-dimethylformamide (50 mL) was stirred at 60° C. for 24 hr. 2-Chloroethyl ethyl ether (2.0 mL, 18.2 mmol) and potassium carbonate (3.0 g, 21.8 mmol) were further added to the reaction solution, and the mixture was stirred at 60° C. for 2 days. The reaction solution was diluted with ethyl acetate, washed successively with water and brine, dried over magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:10-1:3) to give the title compound (6.0 g, yield 99%) as a colorless oil.

Quelle