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Sodium borohydride → 2,6-Difluoro-4-(hydroxymethyl)benzonitrile

HRID 505012
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 505012
[F:1][C:2]1[CH:9]=[C:8]([CH:10]=[O:11])[CH:7]=[C:6]([F:12])[C:3]=1[C:4]#[N:5].[BH4-].[Na+]>CO>[F:1][C:2]1[CH:9]=[C:8]([CH2:10][OH:11])[CH:7]=[C:6]([F:12])[C:3]=1[C:4]#[N:5]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 219046552,6-Difluoro-4-formylbenzonitrile

Produkt 1

HCID 219046292,6-Difluoro-4-(hydroxymethyl)benzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

2,6-Difluoro-4-formylbenzonitrile (1.36 g, 8.13 mmol; see step (ii) above) was dissolved in 25 mL of methanol and cooled on an ice bath. Sodium borohydride (0.307 g, 8.12 mmol) was added in portions with stirring and the reaction was left for 65 min. The solvent was evaporated and the residue was partitioned between diethyl ether and aqueous sodium bicarbonate. The ethereal layer was washed with more aqueous sodium bicarbonate and brine, dried (Na2SO4) and evaporated. The crude product crystallised soon and could be used without further purification.

Aufarbeitung

  1. temperaturecooled on an ice bath
  2. customThe solvent was evaporated
  3. customthe residue was partitioned between diethyl ether and aqueous sodium bicarbonate
  4. washThe ethereal layer was washed with more aqueous sodium bicarbonate and brine
  5. dry with materialdried (Na2SO4)
  6. customevaporated
  7. customThe crude product crystallised soon
  8. customcould be used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-79369030234b4b8d968d7b38884fa0de
Quelldatensatz
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07781424B2

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