Réaction #416533

Équation de réaction

acetic acid

hydrochloric acid

3-carboxymethyl-3methyl-1,2,3,4-tetrahydro-4-phenanthron

→

3-methyl-1,2,3,4-tetrahydro-4-phenanthrone

Rendement 95.0%

Solvants

water

water

Conditions de réaction

Traitement

1. 1
   AutreIn a 1-neck 500 ml flask topped with a reflux condenser
2. 2
   Températurethe reaction mixture was refluxed for 31/2 hours under nitrogen
3. 3
   Températurecooled in the refrigerator overnight
4. 4
   FiltrationNext morning offwhite solids were collected by filtration
5. 5
   Lavagewashed with water
6. 6
   Autredried under vacuum

Mode opératoire

In a 1-neck 500 ml flask topped with a reflux condenser 250 ml of acetic acid, 50 ml of conc. hydrochloric acid and 50 ml of water were mixed together. To this mixture was added 27.7 g (0.0846 mole) of 3-carboxymethyl-3methyl-1,2,3,4-tetrahydro-4-phenanthron and the reaction mixture was refluxed for 31/2 hours under nitrogen. The mixture was diluted with 300 ml water and cooled in the refrigerator overnight. Next morning offwhite solids were collected by filtration, washed with water and dried under vacuum to give 16.9 g (95.02% by weight yield) of 3-methyl-1,2,3,4-tetrahydro-4-phenanthrone as an off-white solid. M.P. 61°-63° C.; M/e 211; λmax 309 (6,970) methanol.

Source