Reaktion #2268968

Reaktionsgleichung

(S)-5-[(4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine

cyclohexene

boron tribromide

dichloromethane

→

4-{[(S)-6-methylphenanthridin-5(6H)-yl]sulfonyl}phenol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe crude product was purified by column chromatography on silica gel
2. 2
   Wascheneluting with dichloromethane

Vorschrift

The title compound was prepared from (S)-5-[(4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (0.32 g, 1.02 mmol), cyclohexene (0.26 mL, 2.54 mmol), and 1.0 M boron tribromide in dichloromethane (6.1 mL, 6.1 mmol) according to the procedure and in the same manner as described in Example 1, step b. The crude product was purified by column chromatography on silica gel, eluting with dichloromethane, to yield 4-{[(S)-6-methylphenanthridin-5(6H)-yl]sulfonyl}phenol* (0.25 g, 0.72 mmol, 71%) as a white, solid, single enantiomer, m.p. 176-178° C.;

Quelle