Реакция #1702070

ord-93356178ab5f4aeeb11449bfb9ef3de0

Уравнение реакции

CC(=O)c1cc2c(cc1O)C(C)(C)CCC2(C)C
5,6,7,8-tetrahydro-3-hydroxy-5,5,8,8-tetramethyl-2-naphthyl methyl ketone
Cc1ccccc1
toluene
COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1
Lawesson's reagent
CC(=S)c1cc2c(cc1O)C(C)(C)CCC2(C)C
5,6,7,8-tetrahydro-3-hydroxy-5,5,8,8-tetramethyl-2-naphthyl ethanethione

Растворители

Условия реакции

Температура
120°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияextracted by dichloromethane
  2. 2
    Концентрированиеthe combined organic layers were concentrated under reduced pressure
  3. 3
    ДругоеThe crude product was purified by silica gel column chromatography

Методика

To 5,6,7,8-tetrahydro-3-hydroxy-5,5,8,8-tetramethyl-2-naphthyl methyl ketone (13.3 mg, 53.9 μmol) were added anhydrous toluene (1 mL) and Lawesson's reagent (32.0 mg, 80.9 mmol) followed by stirring at 120° C. for 24 hours. The reaction solution was poured into cold water and extracted by dichloromethane, and the combined organic layers were concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using hexane/ethyl acetate (12/1) as an elution solvent. The yield was 4.2 mg (30%).

Источник

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