Réaction #3043

Équation de réaction

acetylchloride

hydrochloric acid

2,6-di-t-butylphenol

→

desired subtitled intermediate

1-[3,5-bis(1,1-dimethylethyl) -4-hydroxyphenyl]ethanone

Solvants

methylene chloride

Conditions de réaction

Traitement

1. 1
   AutreThe mixture separated into layers which
2. 2
   Autrewere subsequently separated
3. 3
   LavageThe organic layer was washed with 100 ml of saturated sodium bicarbonate and 100 ml of brine
4. 4
   AutreThe organic layer was dried
5. 5
   Autrethe solvent evaporated

Mode opératoire

Under a nitrogen atmosphere, 6.89 ml of acetylchloride and 14.75 ml of stannic chloride were dissolved in 200 ml of methylene chloride and chilled to -4° C. To this was added 20 g of 2,6-di-t-butylphenol (in 100 ml of methylene chloride) over 10 minutes. The resultant mixture was stirred for 30 minutes at 0° C., then poured into a mixture of 400 ml of ice and 1N hydrochloric acid and stirred. The mixture separated into layers which were subsequently separated. The organic layer was washed with 100 ml of saturated sodium bicarbonate and 100 ml of brine. The organic layer was dried and the solvent evaporated to give 23.39 g of the desired subtitled intermediate.

Source