Реакция #684950

ord-a3f2ef2235d34a34a297f4e40f54e2a9

Уравнение реакции

CCCCc1ccc(C(=O)c2nccc3ccccc23)cc1
compound
CCCCc1ccc(C(=O)c2nccc3ccccc23)cc1
(4-Butylphenyl)(1-isoquinolyl)ketone
NN.O
hydrazine monohydrate
[K+].[OH-]
potassium hydroxide
CCCCc1ccc(Cc2nccc3ccccc23)cc1
title compound
Выход 55.3%
CCCCc1ccc(Cc2nccc3ccccc23)cc1
1-(4-Butylbenzyl)Isoquinoline
Выход 55.3%

Растворители

Условия реакции

Температура
160°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.WAITat 200° C. for 1 hour
  2. 2
    ТемператураThe mixture was cooled to room temperature
  3. 3
    Экстракцияthis was extracted with ethyl acetate
  4. 4
    ПромывкаThe extract was washed with water
  5. 5
    Сушкаdried over anhydrous magnesium sulfate
  6. 6
    Концентрированиеconcentrated under reduced pressure
  7. 7
    ДругоеThe residue was purified by silica gel column chromatography

Методика

The compound of Example B3 (1.7 g, 6.0 mmol), hydrazine monohydrate (836 mg, 17 mmol), and potassium hydroxide (769 mg, 14 mmol) were added to diethylene glycol (8.5 ml), and this mixture was stirred at 80° C. for 1 hour, at 160° C. for 3.5 hours, then at 200° C. for 1 hour. The mixture was cooled to room temperature, ice water was added, and this was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (914 mg).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07897387B2uspto-grants-2011_03