Dimethyl Sulfoxide → HCID 11183809, Verbindung

HRID 78242

Reaktionsgleichung

Reaktionsgleichung von HRID 78242
[Br:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[N+:10]([O-:12])=[O:11])=[CH:4][CH:3]=1.CS(C)=O.[BH4-].[Na+]>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][N+:10]([O-:12])=[O:11])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 679Dimethyl SulfoxideHCID 688204trans-4-Bromo-beta-nitrostyreneHCID 4311764Sodium borohydride

Produkt 1

HCID 11183809HCID 11183809, VerbindungAusbeute 94,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution of 1-bromo-4-((E)-2-nitro-vinyl)-benzene (1 g, 4.37 mmol) described in Manufacturing Example 207-1-1 in acetic acid (0.6 mL) and dimethyl sulfoxide (10 mL) was added sodium borohydride (265 mg, 6.99 mmol), which was stirred for 30 minutes at room temperature. The mixture was cooled with ice water and partitioned into ethyl acetate and water. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (948 mg). The title compound was used in the following reaction without any further purification.

Aufarbeitung

  1. custompartitioned into ethyl acetate and water
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f1b9c7c6bf6a4483a4d58035fb6a828d
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841327B2

Verknüpfte Notizen

Wird geladen…