Reacción #7948

Ecuación de reacción

diketone

2-butyl-5-methoxy-4-methyl-2-(3-oxopentyl)-1-indanone

→

butyl-4,8-dimethyl-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one

Disolventes

EtOAc

acetic acid

HCl

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling
2. 2
   Lavadowashed with water (10 mL) and brine (10 mL)
3. 3
   Secadodried over MgSO4
4. 4
   Filtraciónfiltered
5. 5
   Otrothe solvent evaporated under vacuum
6. 6
   OtroThe residue was purified by preparative layer chromatography on two 0.1×20×20 cm silica gel GF plates

Procedimiento

A solution of the crude diketone from step 1 in acetic acid (1 mL) and 6N HCl (1 mL) was stirred and heated in an oil bath at 100° C. for 5 hours. After cooling, the reaction mixture was diluted with EtOAc (20 mL), washed with water (10 mL) and brine (10 mL), dried over MgSO4, filtered, and the solvent evaporated under vacuum. The residue was purified by preparative layer chromatography on two 0.1×20×20 cm silica gel GF plates, using 5% EtOAc in CH2Cl2 as developing solvent, to afford 9a butyl-4,8-dimethyl-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one (84 mg) as a gum.

Fuente