Water → 3-(5-Tert-butyl-2-phenyl-4,5,6,7-tetrahydroindol-1-yl)benzoic acid

HRID 2244304Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2244304
[C:1]([CH:5]1[CH2:10][CH2:9][C:8](=O)[CH:7]([CH2:12][C:13](=O)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[NH2:21][C:22]1[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=1)[C:25]([OH:27])=[O:26].O>C(O)(=O)C>[C:1]([CH:5]1[CH2:10][CH2:9][C:8]2[N:21]([C:22]3[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=3)[C:25]([OH:27])=[O:26])[C:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:12][C:7]=2[CH2:6]1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 962WaterHCID 74193-Aminobenzoic AcidHCID 122703414-Tert-butyl-2-(2-oxo-2-phenylethyl)-cyclohexanone

Produkt 1

HCID 116031913-(5-Tert-butyl-2-phenyl-4,5,6,7-tetrahydroindol-1-yl)benzoic acidAusbeute 41 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 4-tert-butyl-2-(2-oxo-2-phenylethyl)-cyclohexanone (0.219 gm) in glacial acetic acid (3.0 mL) in a 25-mL round-bottomed flask, under nitrogen, was fitted with a heating mantle and reflux condenser. To this solution was added 3-aminobenzoic acid (0.138 gm), which was then heated at 110 C for 3 hr. The solution was cooled to ambient temperature, 8 mL water was added, and the suspension was stirred 18 hr under nitrogen. The solid was filtered, washed with water, and recrystallized in acetonitrile to provide 0.123 gm of the pure product.

Aufarbeitung

  1. temperaturereflux condenser
  2. temperaturewas then heated at 110 C for 3 hr
  3. filtrationThe solid was filtered
  4. washwashed with water
  5. customrecrystallized in acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-98121952e784467fa6d7c23e4b6d252c
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07678823B2

Notizen zur Reaktion

Wird geladen…