Reacción #1867793

Ecuación de reacción

dimethylaminopyridine

5-(2,3-dihydro-2,2,4,5,6-pentamethylbenzofuran-7-yl)cyclohexane-1,3-dione

butyric acid

→

2-butyryl-5-(2,3-dihydro-2,3,4,5,6-penta-methylbenzofuran-7-yl)-3-hydroxycyclohex-2-en-1-one

Disolventes

toluene

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturarefluxed for 4 hours
2. 2
   ConcentraciónThe reaction mixture was concentrated under reduced pressure
3. 3
   Otroto afford a residue
4. 4
   TemperaturaAfter refluxing for 15 hours
5. 5
   Concentraciónconcentrated under reduced pressure
6. 6
   Otroto afford a crude product
7. 7
   OtroFinal purification

Procedimiento

To a solution of 8.3 g of the 5-(2,3-dihydro-2,2,4,5,6-pentamethylbenzofuran-7-yl)cyclohexane-1,3-dione in 80 ml of absolute toluene was added 18 ml of anhydrous butyric acid and refluxed for 4 hours. The reaction mixture was concentrated under reduced pressure to afford a residue. To the solution of the residue in 100 ml of toluene was added 1.6 g of dimethylaminopyridine. After refluxing for 15 hours, the reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford a crude product. Final purification was carried by silica-gel column chromatography to afford 6.1 g of 2-butyryl-5-(2,3-dihydro-2,3,4,5,6-penta-methylbenzofuran-7-yl)-3-hydroxycyclohex-2-en-1-one as a yellow solid.

Fuente