Water → cis-Octahydroisoindole

HRID 2051613Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2051613
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1(=O)[NH:11][C:10](=O)[C@H:9]2[CH2:13][CH2:14][CH2:15][CH2:16][C@@H:8]12.O>C(OCC)C.O1CCCC1>[C@@H:8]12[CH2:7][NH:11][CH2:10][C@@H:9]1[CH2:13][CH2:14][CH2:15][CH2:16]2

Komponenten

6

Edukt 3

HCID 962WaterHCID 6992236cis-HexahydrophthalimideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 10964494cis-Octahydroisoindole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a slurry of lithium aluminium hydride (17.1 g) in dry diethyl ether (375 ml) under a nitrogen atmosphere, cis-hexahydrophthalimide (23.0 g) in dry tetrahydrofuran (300 ml) was added over a two-hour period. The mixture was refluxed for 2.5 hours, cooled and treated very slowly with excess of water. The precipitate was filtered off and the filtrate was evaporated to yield the title compound as a viscous oil, which was used in the next step without purification.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 2.5 hours
  2. temperaturecooled
  3. filtrationThe precipitate was filtered off
  4. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-d5fdc02a68d7413188ac41fca4b5cb6f
Quelldatensatz
uspto-grants-1980_01
Patentnummer
US04181659

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