Ethanol → 6-Chloro-5-fluoropyridine-3-carbaldehyde

HRID 536166

Reaktionsgleichung

Reaktionsgleichung von HRID 536166
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([CH:9](Br)Br)=[CH:4][N:3]=1.C([OH:14])C>[N+]([O-])([O-])=O.[Ag+].O>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([CH:9]=[O:14])=[CH:6][C:7]=1[F:8]

Komponenten

5

Edukt 2

HCID 702EthanolHCID 866970262-Chloro-5-(dibromomethyl)-3-fluoropyridine

Produkt 1

HCID 216981946-Chloro-5-fluoropyridine-3-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24470Silver NitrateKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

A suspension 2-chloro-5-(dibromomethyl)-3-fluoropyridine (2.3 g, 7.58 mmol), silver nitrate (5.15 g, 30.3 mmol) in a mixed solvents of ethanol (10 mL) and water (10 mL) was stirred for 1 h at 100° C., then filtrated, and concentrated. The residue was dissolved in ethyl acetate, washed with water and brine, dried over sodium sulfate, concentrated. Purification via ISCO system afforded the title product (1.0 g) as a pale solid. LC-MS (ESI): m/z 159 [M+H]+; 2.01 min (ret time).

Aufarbeitung

  1. filtrationfiltrated
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with water and brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customPurification via ISCO system

Quellen und Nachweise

ORD-Eintrag
ord-dc20eafd28f64893a4550c669ed52d48
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08859573B2

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