Sodium borohydride → (4-Chloro-6-methylpyridin-2-yl)methanol

HRID 2086261Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2086261
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9](OCC)=[O:10])[CH:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH2:9][OH:10])[CH:3]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 22727099Ethyl 4-chloro-6-methylpyridine-2-carboxylate

Produkt 1

HCID 22727138(4-Chloro-6-methylpyridin-2-yl)methanolAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of ethyl 4-chloro-6-methylpyridine-2-carboxylate (0.80 g) in methanol (30 ml) was treated at room temperature portionwise with sodium borohydride (1.51 g) and the reaction mixture was heated under reflux for 2 hours. The reaction mixture was concentrated and the resultant residue was combined with water and ethyl acetate, and the organic phase was isolated, dried and concentrated to obtain the title compound (0.60 g) as a tan powder.

Aufarbeitung

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 2 hours
  3. concentrationThe reaction mixture was concentrated
  4. customthe organic phase was isolated
  5. customdried
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9fbab4c950f7460da320124c38b87706
Quelldatensatz
uspto-grants-2004_04
Patentnummer
US06723722B1

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