Reaktion #2062022

Reaktionsgleichung

benzyltrimethylammonium hydroxide

6-cyano-2,2-dimethyl-3,4-epoxychromane

4-fluoropyrid-2-one

→

trans-6-Cyano-4-(1,2-dihydro-4-fluoro-2-oxopyrid-1-yl)-2,2-dimethylchroman-3-ol

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe solvent is concentrated
2. 2
   Waschenthe organic phase is then washed with water
3. 3
   Trocknendried over sodium sulfate
4. 4
   Einengenconcentrated under vacuum
5. 5
   SonstigeThe residue obtained
6. 6
   Sonstigeis chromatographed on silica using a methylene chloride/methanol mixture (97/3) as the eluent
7. 7
   Sonstige200 ml of a white solid are recovered

Vorschrift

A mixture containing 460 mg of 6-cyano-2,2-dimethyl-3,4-epoxychromane, 283 mg of 4-fluoropyrid-2-one (PREPARATION III) and 0.05 ml of a methanolic solution containing 35% of benzyltrimethylammonium hydroxide, in 5 ml of tetrahydrofuran, is refluxed for 24 hours. The solvent is concentrated, the residue is taken up in ethyl acetate and the organic phase is then washed with water, dried over sodium sulfate and concentrated under vacuum. The residue obtained is chromatographed on silica using a methylene chloride/methanol mixture (97/3) as the eluent. 200 ml of a white solid are recovered.

Quelle