Reaktion #217452

Reaktionsgleichung

hydrochloric acid

Octyloxybenzoic acid chloride

tetrahydrofuran

2,7-dihydroxy-9-methylfluorene

→

2-(4-octyloxybenzoyloxy)-7-hydroxy-9-methylfluorene

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe solution was refluxed for 5 hours
2. 2
   Extraktionthe solution was extracted with methylene chloride
3. 3
   WaschenThe extract was washed with 5% hydrochloric acid until pH
4. 4
   Waschenit was washed with a saturated sodium hydrogencarbonate aqueous solution
5. 5
   Trocknendried on anhydrous magnesium sulfate
6. 6
   SonstigeA residue obtained
7. 7
   workup.DISTILLATIONby distilling the solvent

Vorschrift

Octyloxybenzoic acid chloride 12.5 g was added dividing into several times to a tetrahydrofuran (100 ml) solution of 2,7-dihydroxy-9-methylfluorene 10 g and pyridine 8 g, and the solution was refluxed for 5 hours. 5% hydrochloric acid 50 ml was added to the reaction mixture, and the solution was extracted with methylene chloride. The extract was washed with 5% hydrochloric acid until pH became acidic, and then it was washed with a saturated sodium hydrogencarbonate aqueous solution and dried on anhydrous magnesium sulfate. A residue obtained by distilling the solvent off was refined by silica gel column chromatography (eluent solvent: methylene chloride) to obtain 10 g of 2-(4-octyloxybenzoyloxy)-7-hydroxy-9-methylfluorene (J1). Melting point: 140 to 143° C.

Quelle