Reaktion #822572

Reaktionsgleichung

ammonium chloride

caesium chloride

4-[3-(8,8-dimethyl-5-p-tolyl-7,8-dihydro-2-naphthyl)-3-oxopropenyl]benzoic acid

sodium borohydride

→

4-[3-(8,8-Dimethyl-5-p-tolyl-7,8-dihydro-2-naphthyl)-3-hydroxypropenyl]benzoic acid

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITAfter 30 minutes
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   SonstigeThe residue obtained
4. 4
   Sonstigeis purified by chromatography (eluent: 50/50 heptane/ethyl acetate)
5. 5
   SonstigeA solid is obtained (0.42 g; yield=21%; m.p. >300° C., dec)

Vorschrift

2 g (4.7 mmol) of 4-[3-(8,8-dimethyl-5-p-tolyl-7,8-dihydro-2-naphthyl)-3-oxopropenyl]benzoic acid are dissolved in 50 ml of methanol, and 2.1 g (5.6 mmol) of caesium chloride are then added. After 30 minutes, 0.18 g (4.8 mmol) of sodium borohydride is added. After 30 minutes, the medium is treated with ammonium chloride solution and extracted with ethyl acetate. The residue obtained is purified by chromatography (eluent: 50/50 heptane/ethyl acetate). A solid is obtained (0.42 g; yield=21%; m.p. >300° C., dec).

Quelle