Реакция #1702069

ord-6176243e874449c1aced6cbc468c3be3

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
CC(C)C(=O)Cl
isobutyryl chloride
CC(C)C(=O)c1ccc2c(c1)C(C)(C)CCC2(C)C
5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl isopropyl ketone

Растворители

Условия реакции

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, 1.00 mmol) were added anhydrous dichloromethane (1 mL), aluminum chloride (140 mg, 1.05 mmol), and isobutyryl chloride (112 mg, 1.05 mmol) followed by stirring at room temperature 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 (20/1) as an elution solvent. The yield was 97.4 mg (38%).

Источник

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