Sodium borohydride → 1,4-Bis(4-chloro-3-nitrophenyl)butane-1,4-diol

HRID 2364782

Reaktionsgleichung

Reaktionsgleichung von HRID 2364782
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:23])[CH2:9][CH2:10][C:11]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([N+:20]([O-:22])=[O:21])[CH:14]=2)=[O:12])=[CH:4][C:3]=1[N+:24]([O-:26])=[O:25].[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:23])[CH2:9][CH2:10][CH:11]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([N+:20]([O-:22])=[O:21])[CH:14]=2)[OH:12])=[CH:4][C:3]=1[N+:24]([O-:26])=[O:25]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 866490991,4-Bis(4-chloro-3-nitrophenyl)butane-1,4-dione

Produkt 1

HCID 767088951,4-Bis(4-chloro-3-nitrophenyl)butane-1,4-diolAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

The product of Example 28A (5.75 g, 14.48 mmol) was dissolved in ethanol (150 mL) at room temperature and treated with sodium borohydride (1.21 g, 31.9 mmol) portionwise over 5 minutes. The solution was heated at 70° C. for 1 h and then cooled to room temperature, quenched with water, extracted into ethyl acetate, dried over sodium sulfate, and concentrated to dryness to give 4.81 g (83%) of an off-white solid.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. customquenched with water
  3. extractionextracted into ethyl acetate
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-fdc0165b3f1c47ed8985f062a66dbb02
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08691938B2

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