Reaction #554598

Reaction equation

3-methoxy[1,1′:2′,1″]terphenyl

→

2-methoxytriphenylene

Yield 60.0%

Solvents

methylene chloride

Conditions

Workup

1. 1
   FiltrationThe reaction solution was subjected to filtration
2. 2
   Washby washing with an excessive amount of acetone
3. 3
   workup.DISSOLUTIONThe resulting solid was dissolved in heated toluene
4. 4
   FiltrationInsoluble substances were filtered out
5. 5
   Otherfollowed by crystallization
6. 6
   Temperaturewith cooling
7. 7
   FiltrationThe resulting crystal was collected by filtration

Procedure

23.4 g of 3-methoxy[1,1′:2′,1″]terphenyl, 146 g of iron (III) chloride and 200 mL of methylene chloride were placed in a flask, and stirred for one hour while deaerating with argon. The reaction solution was subjected to filtration, followed by washing with an excessive amount of acetone. The resulting solid was dissolved in heated toluene. Insoluble substances were filtered out, followed by crystallization with cooling. The resulting crystal was collected by filtration to obtain 13.9 g (yield: 60%) of 2-methoxytriphenylene.

Source