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

HRID 47250Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 47250
[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-e0da936273f9471982e27b5874bc5979
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06699863B1

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