Reaktion #2336515

Reaktionsgleichung

16

6-BROMO-3-BENZYLOXY-4-METHOXYPYRIDINE-2-CARBOXYLIC ACID

oxalyl chloride

→

3

6-BROMO-3-BENZYLOXY-4-METHOXYPYRIDINE-2-CARBONYL CHLORIDE

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstige(about 45 min.)
2. 2
   Sonstigethe solvent was evaporated
3. 3
   workup.ADDITION1,2-Dichloroethane (30 mL) was added
4. 4
   Sonstigeagain the solvent was evaporated

Vorschrift

To a stirred mixture of 16 (2.54 g, 7.5 mmol) in benzene (30 mL) containing DMF (3 drops) was added oxalyl chloride (1.90 g, 15 mmol) in one portion. After gas evolution had ceased (about 45 min.), the now homogeneous solution was stirred an additional 15 min., then the solvent was evaporated. 1,2-Dichloroethane (30 mL) was added and again the solvent was evaporated to give a quantitative yield of 3 as a nearly colorless oil. This material was dissolved in CH2Cl2 (10 mL) or THF (10 mL) and used directly in subsequent coupling reactions. 6-BROMO-3-HYDROXYPICOLINIC ACID (17).

Quelle