Реакция #1702066

Уравнение реакции

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

Растворители

dichloromethane

Условия реакции

Обработка

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

Методика

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%).

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