Реакция #7044

ord-4dd0bc4fe8c64d9e8f8801e446e2f232

Уравнение реакции

CCCC(c1c[nH]c2ccccc12)c1c[nH]c2ccccc12
1,1-di-indol-3-yl-butane
ClCc1ccccc1
benzylchloride
CCCC(c1cn(Cc2ccccc2)c2ccccc12)c1cn(Cc2ccccc2)c2ccccc12
product
Выход 78.0%
CCCC(c1cn(Cc2ccccc2)c2ccccc12)c1cn(Cc2ccccc2)c2ccccc12
1,1-di-(N-benzyl-indol-3-yl)-butane
Выход 78.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe mixture thus obtained
  2. 2
    workup.STIRRINGthe ultrasonic stirring
  3. 3
    Другоеthe chloroform phase was separated
  4. 4
    Промывкаwashed with a small amount of water
  5. 5
    Другоеdried on Na2SO4
  6. 6
    Фильтрацияfiltered
  7. 7
    Концентрированиеconcentrated to dryness
  8. 8
    ДругоеThe end product was isolated
  9. 9
    Другоеpurified chromatographically on silica gel
  10. 10
    Промывкаeluting with hexane

Методика

ST 1385 1,1-di-indol-3-yl-butane, 290 mg (1 mmol), was thoroughly mixed and blended with potassium tertbutylate (280 mg) and tetrabutylammonium bromide (20 mg). The mixture thus obtained was held under ultrasonic stirring at ambient temperature. 640 mg (5 mmol) of benzylchloride at 0° C. were then added and the ultrasonic stirring was continued for 2 hours at room temperature. At the end of this period, the reaction mixture was treated with H2O/CHCl3; the chloroform phase was separated, washed with a small amount of water, dried on Na2SO4, filtered and concentrated to dryness. The end product was isolated and purified chromatographically on silica gel, eluting with hexane:ethyl ether 95:5.351 mg of product were obtained with a 78% yield.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07084166B2uspto-grants-2006_08