Reacción #1702066

Ecuación de reacción

5,6,7,8-tetrahydro-2-hydroxy-5,5,8,8-tetramethylnaphthalene

pivaloyl chloride

→

5,6,7,8-tetrahydro-3-hydroxy-5,5,8,8-tetramethyl-2-naphthyl tert-butyl ketone

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe organic layer was washed by water
2. 2
   Secadoa saturated sodium hydrogen carbonate aq. solution, and a saturated saline solution, dried over magnesium sulfate
3. 3
   Concentraciónconcentrated under reduced pressure
4. 4
   OtroThe crude product was purified by silica gel chromatography

Procedimiento

The synthesis process is as set forth in the chemical reaction formula below. The TiCl4 in the reaction path stands for titanium chloride. To 5,6,7,8-tetrahydro-2-hydroxy-5,5,8,8-tetramethylnaphthalene (409 mg, 2.00 mmol) were added titanium chloride (417 mg, 2.20 mmol) and pivaloyl chloride (361 mg, 2.99 mmol) followed by stirring at 120° C. for 1 hour. The reaction solution was diluted by dichloromethane, and the organic layer was washed by water, a saturated sodium hydrogen carbonate aq. solution, and a saturated saline solution, dried over magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography using hexane/ethyl acetate (40/3) as an elution solvent. The yield was 53.6 mg (9.0%).

Fuente