Ethyl Acetate → HCID 135609946, compound

HRID 1707830Notes

Reaction equation

HRID 1707830 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH:10]([OH:22])[CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:5]=[CH:4][C:3]=1[C:23]1[N:28]=[C:27]([C:29]2[CH:34]=[CH:33][C:32]([O:35][CH2:36][CH:37]([OH:49])[CH2:38][O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])=[CH:31][C:30]=2[OH:50])[N:26]=[C:25]([C:51]2[CH:56]=[CH:55][C:54]([S:57][C:58]3[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=3)=[CH:53][CH:52]=2)[N:24]=1.ClC1C=C(C=CC=1)C(OO)=[O:69].CCCCCCC.C(OCC)(=O)C>C(Cl)(Cl)Cl>[C:58]1([S:57]([C:54]2[CH:53]=[CH:52][C:51]([C:25]3[N:26]=[C:27]([C:29]4[CH:34]=[CH:33][C:32]([O:35][CH2:36][CH:37]([OH:49])[CH2:38][O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])=[CH:31][C:30]=4[OH:50])[N:28]=[C:23]([C:3]4[CH:4]=[CH:5][C:6]([O:8][CH2:9][CH:10]([OH:22])[CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:7][C:2]=4[OH:1])[N:24]=3)=[CH:56][CH:55]=2)=[O:69])[CH:59]=[CH:60][CH:61]=[CH:62][CH:63]=1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 8900HeptaneHCID 70297m-Chloroperbenzoic acidHCID 135609945HCID 135609945, compound

Product 1

HCID 135609946HCID 135609946, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Following the general procedure of Example 7, 1.55 g (1.76 mmol) of 2,4-bis-[2-hydroxy-4-(2-hydroxy-3-nonyloxypropoxy)phenyl]-6-[4-(phenylthio)phenyl]-s-triazine are dissolved in 30 mL of chloroform. To the stirred solution at room temperature are added 0.606 g (1.76 mmol) of m-chloroperoxybenzoic acid (50-60%) all at once. After several minutes, the chloroform is removed under reduced pressure and the residue is redissolved in ethyl acetate. The solution is then washed five times with saturated sodium bicarbonate solution, once with water and once with brine and finally dried over anhydrous magnesium sulfate. The solvent is removed to give a yellow oil which is subjected to medium pressure liquid chromatography with 1:3 heptane:ethyl acetate. The title compound is isolated as a yellow glassy solid in a yield of 0.43 g (27%).

Workup

  1. waitAfter several minutes
  2. customthe chloroform is removed under reduced pressure
  3. dissolutionthe residue is redissolved in ethyl acetate
  4. washThe solution is then washed five times with saturated sodium bicarbonate solution
  5. dry with materialonce with water and once with brine and finally dried over anhydrous magnesium sulfate
  6. customThe solvent is removed
  7. customto give a yellow oil which

Sources & evidence

ORD record
ord-5663ec40c52e40d1bdb2f00326997b0f
Source dataset
uspto-grants-1994_10
Patent number
US05354794

Reaction notes

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