Reaktion #669168

Reaktionsgleichung

ethyl bromoacetate

3-Methoxy-4-bromophenol

sodium hydride

→

title compound ( D9 )

Ausbeute 75.6%

Ethyl 3-methoxy-4-bromophenoxyacetate

Ausbeute 75.6%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe mixture was concentrated in vacuo
2. 2
   Sonstigethe residue partitioned between water and diethyl ether
3. 3
   WaschenThe organic layer was washed several times with water
4. 4
   Trocknendried (Na2SO4)
5. 5
   Sonstigeevaporated to dryness

Vorschrift

3-Methoxy-4-bromophenol D8 (6.95 g, 34 mmoles) in dry dimethylformamide (100 ml) at 0° C. was treated with sodium hydride (80% dispersion in oil) (1.13 g, 37 mmoles). After 30 mins ethyl bromoacetate (3.8 ml, 34 mmoles) was added and the mixture allowed to warm to room temperature over 1 hr. The mixture was concentrated in vacuo and the residue partitioned between water and diethyl ether. The organic layer was washed several times with water and then dried (Na2SO4) and evaporated to dryness. Flash chromatography on TLC silica gel eluting with dichloromethane gave the title compound (D9) (7.43 g, 75%)

Quelle