Реакция #1702068

ord-5b8185199c914f62af48d0b90d825276

Уравнение реакции

CC1(C)CCC(C)(C)c2ccccc21
5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene
ClCCl
dichloromethane
[Al+3].[Cl-].[Cl-].[Cl-]
aluminum chloride
CCC(=O)Cl
propionyl chloride
CCC(=O)c1ccc2c(c1)C(C)(C)CCC2(C)C
5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl ethyl ketone

Растворители

Условия реакции

Температура
60°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияextracted by ethyl acetate
  2. 2
    ПромывкаThe organic layer was washed by water
  3. 3
    Сушкаa saturated sodium hydrogen carbonate aq. solution, and a saturated saline solution, dried over magnesium sulfate
  4. 4
    Концентрированиеconcentrated under reduced pressure
  5. 5
    ДругоеThe crude product was purified by silica gel chromatography

Методика

The synthesis process is as set forth in the chemical reaction formula below. To 5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene (188 mg, 1 mmol) were added anhydrous dichloromethane (1 mL), aluminum chloride (148 mg, 1.12 mmol), and propionyl chloride (101 mg, 1.10 mmol) followed by stirring at 60° C. for 3 hours. The reaction solution was poured into cold water and extracted by ethyl acetate. 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 (30/1) as an elution solvent. The yield was 66.4 mg (27%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08765719B2uspto-grants-2014_07