Reaktion #949239

Reaktionsgleichung

water

5-bromo-2-methoxymethoxybenzyl alcohol

triethylamine

methanesulfonyl chloride

→

5-bromo-2-methoxymethoxybenzyl chloride

Ausbeute 73.9%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionwas subjected to extraction with ethyl acetate
2. 2
   WaschenThe extract solution was washed with an aqueous saline solution, which
3. 3
   Trocknenwas then dried (anhydrous magnesium sulfate)
4. 4
   Einengenfollowed by concentration
5. 5
   Sonstigeto give an oily product
6. 6
   SonstigeThe oily product was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane)

Vorschrift

To a solution of 5-bromo-2-methoxymethoxybenzyl alcohol (27.2 g) and triethylamine (23 ml) in dichloromethane (550 ml) was added, at 0° C., methanesulfonyl chloride (13.9 g). The mixture was stirred for 15 hours, while warming up to room temperature. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The extract solution was washed with an aqueous saline solution, which was then dried (anhydrous magnesium sulfate), followed by concentration to give an oily product. The oily product was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane) to give 5-bromo-2-methoxymethoxybenzyl chloride (21.6 g) as an oily product.

Quelle