Reaktion #41732

Reaktionsgleichung

5-methoxybenzoxazole-2-thiol

DMF

thionyl chloride

→

2-chloro-5-methoxybenzoxazole

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe resultant mixture was concentrated
2. 2
   Sonstigepartitioned between ethyl acetate and water
3. 3
   WaschenThe organic layer was washed with brine
4. 4
   Sonstigedried
5. 5
   Einengenconcentrated
6. 6
   SonstigePurification on a silica gel column

Vorschrift

The mixture containing 5-methoxybenzoxazole-2-thiol was heated in thionyl chloride with a drop of DMF. The resultant mixture was concentrated and partitioned between ethyl acetate and water. The organic layer was washed with brine and dried and concentrated. Purification on a silica gel column gave 2-chloro-5-methoxybenzoxazole as a white solid. MS: MH+=184.

Quelle