Sodium hydride → HCID 13149080, Verbindung

HRID 1613608Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1613608
[H-].[Na+].Br[C@H:4]1[C@H:10]([OH:11])[C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[O:7][CH2:6][CH2:5]1>CS(C)=O>[O:11]1[CH:10]2[CH:4]1[CH2:5][CH2:6][O:7][C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=12

Komponenten

4

Edukt 2

HCID 24758Sodium hydrideHCID 13149516HCID 13149516, Verbindung

Produkt 1

HCID 13149080HCID 13149080, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel2×

Versuchsvorschrift

8.60 g (0.298 mole) of sodium hydride (80% dispersion in mineral oil) are introduced under argon into 320 ml of DMSO, and a solution of 243 g (0.259 mole) of trans-4-bromo-5-hydroxy-2,3,4,5-tetrahydro-1-benzoxepin in 180 ml of DMSO is added dropwise at room temperature within 2.5 hours. After 3 hours, the mixture is poured onto ice/water with stirring, and is extracted 3 times with diethyl ether. The combined organic phases are washed with water and saturated sodium chloride solution, dried over sodium sulfate and filtered, and the solvent is evaporated off in vacuo. The remaining 44 g of oil is distilled at 67°-69° C./0.01 torr.

Aufarbeitung

  1. additionthe mixture is poured onto ice/water
  2. extractionis extracted 3 times with diethyl ether
  3. washThe combined organic phases are washed with water and saturated sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customthe solvent is evaporated off in vacuo
  7. distillationThe remaining 44 g of oil is distilled at 67°-69° C./0.01 torr

Quellen und Nachweise

ORD-Eintrag
ord-97c69892c95e4fec95e18d0f293978fb
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05194442

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