Reaktion #50542

Reaktionsgleichung

3-hydroxymethyl-4,4'-dimethylbiphenyl

triethylamine

methanesulfonyl chloride

→

3-chloromethyl-4,4'-dimethylbiphenyl

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe organic layer separated
2. 2
   Waschenthe aqueous layer washed with methylene chloride
3. 3
   Waschenthe organic layer washed with brine
4. 4
   Trocknendried over sodium sulfate
5. 5
   Sonstigethe solvent evaporated under reduced pressure

Vorschrift

A solution of 3-hydroxymethyl-4,4'-dimethylbiphenyl (1.3 g) and triethylamine (0.8 g) in methylene chloride (50 ml) was cooled to 0° C., and methanesulfonyl chloride (0.84 g) in methylene chloride was added dropwise. The mixture was allowed to warm to room temperature, and was stirred overnight. Ice/water was then added, the organic layer separated, the aqueous layer washed with methylene chloride, the organic layer washed with brine, dried over sodium sulfate, and the solvent evaporated under reduced pressure, to yield 3-chloromethyl-4,4'-dimethylbiphenyl as an oil.

Quelle