Formaldehyde → 3-(5-Dimethylamino-3H-isobenzofuran-1-ylidene)-1-piperidin-1-ylmethyl-1,3-dihydro-indol-2-one

HRID 492167Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 492167
[CH3:1][N:2]([CH3:22])[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[C:8](=[C:12]1[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][C:13]1=[O:21])[O:7][CH2:6]2.[CH2:23]=O.[NH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1>CCO>[CH3:1][N:2]([CH3:22])[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[C:8](=[C:12]1[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:23][N:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)[C:13]1=[O:21])[O:7][CH2:6]2

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 8082PiperidineHCID 688381003-(5-Dimethylamino-3H-isobenzofuran-1-ylidene)-1,3-dihydro-indol-2-one

Produkt 1

HCID 688397743-(5-Dimethylamino-3H-isobenzofuran-1-ylidene)-1-piperidin-1-ylmethyl-1,3-dihydro-indol-2-oneAusbeute 89,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 3-(5-Dimethylamino-3H-isobenzofuran-1-ylidene)-1,3-dihydro-indol-2-one (550 mg, 1.88 mmol), paraformaldehyde (141 mg, 4.7 mmol) and piperidine (240 mg, 2.82 mmol) in 20 mL of EtOH was stirred at reflux for overnight and cooled to room temperature. The solid which formed on cooling was collected by filtration, washed with EtOH (5 mL) and dried under vacuum to give the title compound (655 mg, 89%) as bright yellow crystals.

Aufarbeitung

  1. temperatureat reflux for overnight
  2. customThe solid which formed
  3. temperatureon cooling
  4. filtrationwas collected by filtration
  5. washwashed with EtOH (5 mL)
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-bf997f6473764a1fb63b959b037519b8
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07531665B2

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