Réaction #8301

Équation de réaction

1-fluoronaphthalene

paraformaldehyde

phosphoric acid

hydrochloric acid

acetic acid

→

title compound

1-Chloromethyl-4-fluoronaphthalene

Solvants

water

Conditions de réaction

Traitement

1. 1
   Extractionextracted three times with dichloromethane
2. 2
   Lavagewashed with water and brine
3. 3
   Séchagedried (sodium sulfate)
4. 4
   Filtrationfiltered
5. 5
   Autreevaporated

Mode opératoire

A solution of 1-fluoronaphthalene (5.5 g, 37.6 mmol), paraformaldehyde (2.5 g, 83 mmol), glacial acetic acid (3.5 mL), phosphoric acid (2 mL) and concentrated hydrochloric acid (5 mL) is heated at 85° C. for 15 h. The reaction mixture is poured into water and extracted three times with dichloromethane. The organic extracts are combined and washed with water and brine, dried (sodium sulfate), filtered, and evaporated to yield the title compound, 6.53 g (98%, as a yellow solid.

Source