Potassium Iodide → 2-(2-Hydroxy-4-hexyloxyphenyl)-4,6-bis(4-methoxyphenyl)-1,3,5-triazine

HRID 2294670Notes

Reaction equation

HRID 2294670 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[N:12]=[C:11]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[N:10]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Br[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45]>C(OCCO)C>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([C:15]2[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=2)[N:12]=[C:11]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[N:10]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 81011-BromohexaneHCID 11430Potassium CarbonateHCID 1355324792-(2,4-Dihydroxyphenyl)-4,6-bis(4-methoxyphenyl)-1,3,5-triazine

Product 1

HCID 1355762672-(2-Hydroxy-4-hexyloxyphenyl)-4,6-bis(4-methoxyphenyl)-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 8076Glycol monoethyl etherSolvent

Procedure

15.2 g (0.038 mol) of 2-(2,4-dihydroxyphenyl)-4,6-bis(4-methoxyphenyl)-1,3,5-triazine of the formula (108b), 5.2 g of potassium carbonate and 50 mg of potassium iodide are heated at 110 C. in 100 ml of 2-ethoxyethanol for 45 minutes, and then 6.9 g (0.042 mol) of 1-bromohexane are added dropwise over the course of 15 minutes. The mixture is stirred at 110 C. for 12 hours, cooled to 0 C. and filtered. The solid material is washed neutral with water, then washed with methanol and dried. Recrystallization from 2-ethoxyethanol gives the pure, light-yellow product of the formula ##STR23##

Workup

  1. temperaturecooled to 0 C
  2. filtrationand filtered
  3. washThe solid material is washed neutral with water
  4. washwashed with methanol
  5. customdried
  6. customRecrystallization from 2-ethoxyethanol
  7. customgives the pure, light-yellow product of the formula

Sources & evidence

ORD record
ord-c511b1acb53e450f91b9618f3c608591
Source dataset
uspto-grants-1997_11
Patent number
US05688995

Reaction notes

Loading…