Carbon tetrabromide → 5-(Bromomethyl)-2-(difluoromethoxy)pyridine

HRID 594299Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 594299
[F:1][CH:2]([F:12])[O:3][C:4]1[N:9]=[CH:8][C:7]([CH2:10]O)=[CH:6][CH:5]=1.C(Br)(Br)(Br)[Br:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[Br:14][CH2:10][C:7]1[CH:6]=[CH:5][C:4]([O:3][CH:2]([F:12])[F:1])=[N:9][CH:8]=1

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 69085050(6-(Difluoromethoxy)pyridin-3-yl)methanol

Produkt 1

HCID 690853875-(Bromomethyl)-2-(difluoromethoxy)pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of (6-(difluoromethoxy)pyridin-3-yl)methanol (246 mg; 1.41 mmol) in anh. DCM (10 ml) was treated at rt with CBr4 (467 mg; 1.41 mmol), and with triphenylphosphine (369 mg; 1.41 mmol). The resulting mixture was further stirred at rt, under nitrogen, for 15 h. Concentration to dryness under reduced pressure, and subsequent purification by FC (DCM) afforded 5-(bromomethyl)-2-(difluoromethoxy)pyridine as an orange oil which was directly used for the next reaction.

Aufarbeitung

  1. concentrationConcentration to dryness
  2. customunder reduced pressure, and subsequent purification by FC (DCM)

Quellen und Nachweise

ORD-Eintrag
ord-8c73e791e87745f0a7e9789d18ec12ae
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242970B2

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