Sodium Hydroxide → Spiro[indoline-3,3'-perhydroazepin]-2-one

HRID 1835852

Reaktionsgleichung

Reaktionsgleichung von HRID 1835852
[CH2:1]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[NH:15][CH:14]=1)C1C=CC=CC=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(NC(=[O:49])CCCC1C2C(=CC=CC=2)NC=1)C1C=CC=CC=1.[OH-].[Na+]>C1COCC1>[NH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][C:13]2([C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[NH:15][C:14]2=[O:49])[CH2:1]1

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 3499346N-benzyl-4-(1H-indol-3-yl)butanamideHCID 21226445Aluminium lithium hydrideHCID 23500776n-Benzyl-4-(3-indolyl)-butanamine

Produkt 1

HCID 23500655Spiro[indoline-3,3'-perhydroazepin]-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

N-Benzyl-4-(3-indolyl)-butanamine. Lithium aluminum hydride (4.8 g) was added to a solution of N-benzyl-3-indolebutanamide (18.73 g) in dry THF (200 mL) at nitrogen atmosphere and at 0° C. After stirring at reflux for 15 h and work-up with sodium hydroxide the title compound was obtained as pale yellow crystals (16.4 g).

Aufarbeitung

  1. temperatureat reflux for 15 h

Quellen und Nachweise

ORD-Eintrag
ord-8087d3aa0acb4f2da5cae3a17314526a
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06774132B1

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