Réaction #164518

Équation de réaction

2-hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

compound 1

2-hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

2-chloro-4-bromophenol

PTSA

→

product

Rendement 95.0%

2-(4-bromo-2-chlorophenoxy)methyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

Rendement 95.0%

Solvants

toluene

toluene

Conditions de réaction

Traitement

1. 1
   AutreReaction mixture
2. 2
   Températurewas refluxed
3. 3
   TempératureIt was then cooled
4. 4
   Filtrationfiltered
5. 5
   Lavagewash
6. 6
   AutreToluene was removed under vacuum

Mode opératoire

2-hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane (compound 1, 50 gm, 0.18 mole) was dissolved in toluene (300 ml) at room temperature. To this 44 gms of 2-chloro-4-bromophenol in toluene (150 ml) was added at room temperature 28° C. in the presence of ParaToluenesulfonic Acid (PTSA, 3.5 gm). Reaction mixture was refluxed with stirring for 13 hrs. It was then cooled and filtered. The filtrate was given water wash to bring the pH to neutral. Toluene was removed under vacuum to obtain a thick brick red colored product 95% yield.

Source