Reaction #1876819

Reaction equation

1,3-dihydroxyadamantane

acetic acid-acetic anhydride

hydroxyadamantane

→

1,3,5-trihydroxyadamantane

Conditions

Workup

1. 1
   Temperaturewith heating
2. 2
   Otherthe reaction for 8 hours
3. 3
   Otherto obtain
4. 4
   OtherThis mixture was partitioned by high performance liquid chromatography

Procedure

One mol of 1,3-dihydroxyadamantane was stirred in an acetic acid-acetic anhydride solution of CrO3, oxidizing agent, with heating. After carrying out the reaction for 8 hours, the reaction solution was neutralized to obtain a mixture of polyhydroxylated compounds of hydroxyadamantane. This mixture was partitioned by high performance liquid chromatography to obtain 1,3,5-trihydroxyadamantane.

Source