Methanol → HCID 135740042, compound

HRID 1635764Notes

Reaction equation

HRID 1635764 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH:9]([C:11]([O:13][CH3:14])=[O:12])[CH3:10])[CH:5]=[CH:4][C:3]=1[C:15]1[N:20]=[C:19]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH:28]([C:30]([O:32][CH3:33])=[O:31])[CH3:29])=[CH:23][C:22]=2[OH:34])[N:18]=[C:17]([C:35]2[CH:40]=[CH:39][C:38]([O:41][CH:42]([C:44]([O:46][CH3:47])=[O:45])[CH3:43])=[CH:37][C:36]=2[OH:48])[N:16]=1.O.[C:50]1([CH3:60])[CH:55]=[CH:54][C:53](S(O)(=O)=O)=[CH:52][CH:51]=1.C(O)[CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH3:68].CO>C1(C)C(C)=CC=CC=1>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH:9]([C:11]([O:13][CH2:14][CH2:15][CH2:3][CH2:2][CH2:7][CH2:6][CH2:5][CH3:4])=[O:12])[CH3:10])[CH:5]=[CH:4][C:3]=1[C:15]1[N:20]=[C:19]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH:28]([C:30]([O:32][CH2:33][CH2:68][CH2:67][CH2:66][CH2:65][CH2:64][CH2:63][CH3:62])=[O:31])[CH3:29])=[CH:23][C:22]=2[OH:34])[N:18]=[C:17]([C:35]2[CH:40]=[CH:39][C:38]([O:41][CH:42]([C:44]([O:46][CH2:47][CH2:60][CH2:50][CH2:55][CH2:54][CH2:53][CH2:52][CH3:51])=[O:45])[CH3:43])=[CH:37][C:36]=2[OH:48])[N:16]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 9571-OctanolHCID 521998p-Toluenesulfonic acid monohydrateHCID 135740047HCID 135740047, compound

Product 1

HCID 135740042HCID 135740042, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

15.60 g (0.0235 mol) of 2,4,6-tris(2-hydroxy-4-(1-methoxycarbonylethoxy)phenyl)-1,3,5-triazine are refluxed for 10 h with 0.45 g (0.00235 mol) of p-toluenesulfonic acid monohydrate and 14.85 ml (0.094 mol) of octanol (isomer mixture) in 50 ml of xylene until methanol is no longer split off. The reaction mixture is then cooled, washed with water and dried using MgSO4. The solvent is concentrated and the residue is chromatographed over silica gel, giving a yellowish resinous substance of the following structure:

Workup

  1. customno longer split off
  2. temperatureThe reaction mixture is then cooled
  3. washwashed with water
  4. customdried
  5. concentrationThe solvent is concentrated
  6. customthe residue is chromatographed over silica gel
  7. customgiving a yellowish resinous substance of the following structure

Sources & evidence

ORD record
ord-68587a56083f46a3adfc031549221785
Source dataset
uspto-grants-2003_01
Patent number
US06509400B2

Reaction notes

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