Reaction #52128

Reaction equation

2-(2,4-dihydroxyphenyl)-4,6-bis(4-phenoxyphenyl)-1,3,5-triazine

1-iodooctane

potassium carbonate

MIBK

→

2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(4-phenoxyphenyl)-1,3,5-triazine

Yield 57.7%

Solvents

methylene chloride

Conditions

Workup

1. 1
   Temperaturewas heated
2. 2
   Temperatureto reflux for 3 hr
3. 3
   Filtrationfiltered through Celite
4. 4
   ConcentrationThe filtrate was concentrated under reduced pressure
5. 5
   OtherThe residue thus obtained
6. 6
   OtherThe material thus obtained
7. 7
   Otherwas crystallized with acetone

Procedure

A mixture of 5 gm 2-(2,4-dihydroxyphenyl)-4,6-bis(4-phenoxyphenyl)-1,3,5-triazine, 2.5 gm 1-iodooctane, 6.6 gm anhydrous potassium carbonate, 0.5 gm Aliquat 336 and 25 ml MIBK was heated to reflux for 3 hr. The reaction mixture was cooled to room temperature, diluted with methylene chloride, filtered through Celite. The filtrate was concentrated under reduced pressure. The residue thus obtained was passed through a silica gel column. The material thus obtained was crystallized with acetone to give 3.5 gm of pure 2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(4-phenoxyphenyl)-1,3,5-triazine.

Source