반응 #1702066

반응 방정식

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

용매

dichloromethane

반응 조건

후처리

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

실험 절차

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%).

출처