Reaktion #352108

Reaktionsgleichung

4-bromo-2-(3-methoxypropyloxy)-phenol

potassium carbonate

benzyl (3-bromopropyl) ether

NaI

→

title compound

4-(3-Benzyloxypropyloxy)-3-(3-methoxypropyloxy)-bromobenzene

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for 30 hours
2. 2
   FiltrationThe reaction mixture is filtered
3. 3
   Einengenthe filtrate is concentrated by evaporation
4. 4
   SonstigeThe residue is partitioned between ethyl acetate and water
5. 5
   Trocknendried over magnesium sulfate
6. 6
   Einengenconcentrated by evaporation
7. 7
   Sonstigethe residue is purified by means of FC (hexane/ethyl acetate=95:5)

Vorschrift

A mixture of 4 g of 4-bromo-2-(3-methoxypropyloxy)-phenol, 2.3 g of potassium carbonate, 3.8 g of benzyl (3-bromopropyl) ether, a spatula tip of NaI and 15 ml of acetonitrile is stirred under reflux for 30 hours. The reaction mixture is filtered and the filtrate is concentrated by evaporation. The residue is partitioned between ethyl acetate and water. The organic phases are combined, dried over magnesium sulfate and concentrated by evaporation, and the residue is purified by means of FC (hexane/ethyl acetate=95:5), yielding the title compound: Rf (hexane/ethyl acetate=9:1)=0.15; HPLC Rt =20.66 minutes.

Quelle