Réaction #52084

Équation de réaction

potassium hydroxide

1,4-diacetoxy-2,6-di-tert-butylbenzene

water

hydrochloric acid

→

4-acetoxy-3,5-di-tert-butylphenol

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture was cooled to 10˜15° C.
2. 2
   TempératureThe solution was cooled to 5° C.
3. 3
   workup.STIRRINGstirred for 0.5 hours
4. 4
   Lavagewashed with 10 mL of a methanol/water mixed solvent (methanol/water=1/1)
5. 5
   Autredried with a through-flow dryer (parallel flow) overnight at 50° C.

Mode opératoire

The 1,4-diacetoxy-2,6-di-tert-butylbenzene obtained in Example 11 was dissolved in 60 mL of methanol and the solution was cooled to 20° C.; after adding 3.30 g (50.1 mmol) of potassium hydroxide, the mixture was stirred for 1.5 hours. The mixture was cooled to 10˜15° C. and then 30 mL of water and 12.5 mL of 6 N hydrochloric acid were gradually added. The solution was cooled to 5° C. and stirred for 0.5 hours. The crystal was centrifuged, washed with 10 mL of a methanol/water mixed solvent (methanol/water=1/1) and dried with a through-flow dryer (parallel flow) overnight at 50° C. to give 10.97 g of 4-acetoxy-3,5-di-tert-butylphenol (91.4% in yield from the 2,6-di-tert-butyl-1,4-benzoquinone of Example 10).

Source