Potassium Hydroxide → HCID 135977958, compound

HRID 362687Notes

Reaction equation

HRID 362687 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13].[OH:14][C:15]1[CH:20]=[C:19]([OH:21])[CH:18]=[CH:17][C:16]=1[C:22]1[N:27]=[C:26]([C:28]2[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][C:29]=2[OH:35])[N:25]=[C:24]([C:36]2[CH:41]=[CH:40][C:39]([OH:42])=[CH:38][C:37]=2[OH:43])[N:23]=1.[OH-:44].[K+]>COCCOCCOC>[OH:14][C:15]1[CH:20]=[C:19]([O:21][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[CH:18]=[CH:17][C:16]=1[C:22]1[N:23]=[C:24]([C:36]2[CH:41]=[CH:40][C:39]([O:42][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][OH:44])=[CH:38][C:37]=2[OH:43])[N:25]=[C:26]([C:28]2[CH:33]=[CH:32][C:31]([O:34][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])=[CH:30][C:29]=2[OH:35])[N:27]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 7416311-Bromo-1-undecanolHCID 1357148802,4,6-tris(2,4-dihydroxyphenyl)-1,3,5-triazine

Product 1

HCID 135977958HCID 135977958, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Conditions

Temperature
100 °C

Procedure

Preparation of the starting compound for Examples 24 and 25: Under nitrogen, 42.9 g (170 mmol) of 11-bromo-1-undecanol are added at 80° C. to a solution of 20.3 g (50 mmol) of 2,4,6-tris(2,4-dihydroxyphenyl)-1,3,5-triazine, 9.3 g (141 mmol) of potassium hydroxide and 150 ml of diglyme. The mixture is heated at 100° C. for 16 hours and filtered while hot, and the filtrate is cooled to 0° C. The crystallized solid is filtered off, pressed and dried for 48 hours under reduced pressure (60 mmHg, 70° C.), giving 24.3 g (53% yield) of 2,4,6-tris[2-hydroxy-4-(11-hydroxyundecyloxy)phenyl]-1,3,5-triazine as a pale yellow, resin-like solid.

Workup

  1. customPreparation of the starting compound for Examples 24 and 25
  2. filtrationfiltered while hot, and the filtrate
  3. temperatureis cooled to 0° C
  4. filtrationThe crystallized solid is filtered off
  5. customdried for 48 hours under reduced pressure (60 mmHg, 70° C.)

Sources & evidence

ORD record
ord-7feb6952955d41c9abbc073c789dbbf4
Source dataset
uspto-grants-1999_02
Patent number
US05869588

Reaction notes

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