Reaktion #95527

Reaktionsgleichung

hydrochloric acid

2-hydroxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate

benzoyl chloride

→

2-benzoyloxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigedid not exceed 10° C
2. 2
   ExtraktionThe product was extracted with ether
3. 3
   Waschenthe ethereal solution washed
4. 4
   Trocknendried with sodium sulphate
5. 5
   Sonstigeevaporated
6. 6
   Sonstigeto give an oil which
7. 7
   SonstigeThe solid was recrystallised from a mixture of benzene and light petroleum

Vorschrift

To a cooled solution of 2-hydroxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate (8.0 parts) in dry pyridine (42 parts) was added benzoyl chloride (4.75 parts) at such a rate that the temperature did not exceed 10° C. After one hour the mixture was poured into a slight excess of dilute hydrochloric acid. The product was extracted with ether and the ethereal solution washed, dried with sodium sulphate and evaporated to give an oil which solidified on scratching. The solid was recrystallised from a mixture of benzene and light petroleum to give 2-benzoyloxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate (5.1 parts), melting point 102°-104° C.

Quelle