Water → HCID 14993186, Verbindung

HRID 486716Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 486716
Br[CH:2]([CH2:8][CH2:9][CH:10](Br)[C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:3]([O:5][CH2:6][CH3:7])=[O:4].O.O.O.O.O.O.O.O.O.[Na+].[Na+].[SH-:28].C(OCC)C.O>CN(C)C=O>[CH2:6]([O:5][C:3]([CH:2]1[CH2:8][CH2:9][CH:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[S:28]1)=[O:4])[CH3:7]

Komponenten

6

Edukt 4

HCID 962WaterHCID 3283Diethyl EtherHCID 241588Diethyl 2,5-dibromohexanedioateHCID 16211516Sodium sulfide nonahydrate

Produkt 1

HCID 14993186HCID 14993186, VerbindungAusbeute 72,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of diethyl 2,5-dibromoadipate (4.5 g) in dimethylformamide (15 ml), sodium sulfide enneahydrate (3.9 g) was added under nitrogen atmosphere and the mixture was stirred for 5 hours under ice-cooling. To the reaction mixture, diethyl ether and water were added. The organic layer was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated in vacuo. The oily residue was purified by a silica gel column chromatography to give 2.1 g (72%) of 2,5-diethoxycarbonyltetrahydrothiophene.

Aufarbeitung

  1. temperaturecooling
  2. washThe organic layer was washed with saturated sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe oily residue was purified by a silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-6c4ea074ef4c4228a86f46b603155c44
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05292767

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