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Water → 2-(1,2,3,7,8,9-Hexahydroindeno[5,4-b][1,4]oxazin-9-yl) ethylamine

HRID 1636624
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1636624
[NH2:1][CH2:2][CH2:3][CH:4]1[C:16]2[C:15]3[NH:14][C:13](=O)[CH2:12][O:11][C:10]=3[CH:9]=[CH:8][C:7]=2[CH2:6][CH2:5]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[NH:14]1[CH2:13][CH2:12][O:11][C:10]2[CH:9]=[CH:8][C:7]3[CH2:6][CH2:5][CH:4]([CH2:3][CH2:2][NH2:1])[C:16]=3[C:15]1=2
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Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 111281719-(2-aminoethyl)-1,7,8,9-tetrahydro-indeno[5,4-b][1,4]oxazin-2(3H)-oneHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 117699372-(1,2,3,7,8,9-Hexahydroindeno[5,4-b][1,4]oxazin-9-yl) ethylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

A solution of 9-(2-aminoethyl)-1,7,8,9-tetrahydro-indeno[5,4-b][1,4]oxazin-2(3H)-one (1.2 g, 5.3 mmol.) in tetrahydrofuran (30 mL) was was cooled with ice, to which was added lithium aluminum hydride (0.8 g, 21.4 mmol.). The mixture was heated for 18 hours under reflux under argon atmosphere. The reaction mixture was cooled, to which were added water (0.8 mL), a 15% aqueous solution of sodium hydroxide (0.8 mL) and water (2.4 mL), successively. The mixture was then stirred for 30 minutes at room temperature. Insolubles were filtered off, and the filtrate was concentrated under reduced pressure. Then, in substantially the same manner as in Example 36, from 2-(1,2,3,7,8,9-hexahydroindeno[5,4-b][1,4]oxazin-9-yl) ethylamine thus obtained and propionic acid, the title compound was produced (yield 250 mg, 51%).

Aufarbeitung

  1. temperatureThe mixture was heated for 18 hours
  2. temperatureunder reflux under argon atmosphere
  3. temperatureThe reaction mixture was cooled, to which
  4. filtrationInsolubles were filtered off
  5. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b5449ac0cbd4439d89a708e098abdc80
Quelldatensatz
uspto-grants-2000_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06034239

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