Реакция #1973912

ord-d2c71f34fef2479b8a9e209f04c6ace7

Уравнение реакции

CCNCC.COc1cccc2c1c1c(n2CCOCc2ccccc2)CCCC1C(=O)O
9-(2-Benzyloxy-ethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamine
[H][H]
hydrogen
CCNCC.COc1cccc2c1c1c(n2CCO)CCCC1C(=O)O
9-(2-hydroxyethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamine
Выход 100.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe reaction was then filtered through a pad of celite
  2. 2
    Концентрированиеthe filtrate concentrated in vacuo

Методика

9-(2-Benzyloxy-ethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamine (10) (1.0 g, 2.1 mmol) in methanol (50 ml) was shaken with 10% palladium on charcoal (300 mg), and hydrogen gas excess for 18 h at 55° C. The reaction was then filtered through a pad of celite and the filtrate concentrated in vacuo to give 578 mg (100%) 9-(2-hydroxyethyl)-5-methoxy-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamine (ii) as a foam. The structure was confirmed by 13C NMR (75 MHz; CDCl3): δC 13.0, 14.4, 20.0, 22.0, 28.0, 36.4, 40.6, 42.0, 54.7, 60.6, 99.2, 102.6, 107.0, 116.7, 121.1, 136.1, 137.5, 138.0 153.5, and 175.7.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08501153B2uspto-grants-2013_08