Water → HCID 19074340, Verbindung

HRID 964935Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 964935
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl:7][C:8]1[CH:23]=[CH:22][C:11]2[C:12](=O)[NH:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[O:16][C:10]=2[CH:9]=1.O>O1CCCC1.O1CCOCC1>[Cl:7][C:8]1[CH:23]=[CH:22][C:11]2[CH2:12][NH:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[O:16][C:10]=2[CH:9]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 190743493158-88-1HCID 21226445Aluminium lithium hydride

Produkt 1

HCID 19074340HCID 19074340, VerbindungAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

LiAlH4 (1M) in tetrahydrofuran (100 ml) was added dropwise to a mixture of 3-chlorodibenz[b,f][1,4]oxazepin-11(10H)-one (12.3 g) (prepared as described in Indian J. Chem. 1974, 12(3), 227-35) in 1,4-dioxane (400ml) under a N2 atmosphere. The mixture was stirred, refluxed for 1 hour 30 minutes, cooled and water was added dropwise. The mixture was acidified and extracted with EtOAc. The organic layer was dried with Na2SO4, filtered off and evaporated. The residue was purified by open column chromatography over silica gel (eluent: CH2Cl2). The pure fractions were collected and evaporated, yielding 9.74 g (84%) of 3-chloro-10,11-dihydrodibenz[b,f]-[1,4]oxazepine (interm.8).

Aufarbeitung

  1. temperaturerefluxed for 1 hour 30 minutes
  2. temperaturecooled
  3. extractionextracted with EtOAc
  4. dry with materialThe organic layer was dried with Na2SO4
  5. filtrationfiltered off
  6. customevaporated
  7. customThe residue was purified by open column chromatography over silica gel (eluent: CH2Cl2)
  8. customThe pure fractions were collected
  9. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-ac3ae8b737ee474e9feeec00caf212b9
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05773433

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