Acetic Anhydride → HCID 136338651, compound

HRID 8346Notes

Reaction equation

HRID 8346 reaction equation
[C:1]([O:4][C:5](=O)[CH3:6])(=[O:3])[CH3:2].C(N(CC)CC)C.CN(C1C=CC=CN=1)C.[C:24]1([C:34]2[N:39]=[N:38][N:37]=[C:36]([C:40]3[CH:45]=[CH:44][C:43]([O:46]CCO)=[CH:42][C:41]=3[OH:50])[C:35]=2[C:51]2[C:60]3[C:55](=[CH:56][CH:57]=[CH:58][CH:59]=3)[CH:54]=[CH:53][CH:52]=2)[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1>ClCCl>[C:24]1([C:34]2[N:39]=[N:38][N:37]=[C:36]([C:40]3[CH:45]=[CH:44][C:43]([O:46][CH2:6][CH2:5][O:4][C:1](=[O:3])[CH3:2])=[CH:42][C:41]=3[OH:50])[C:35]=2[C:51]2[C:60]3[C:55](=[CH:56][CH:57]=[CH:58][CH:59]=3)[CH:54]=[CH:53][CH:52]=2)[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 136338650Bis-alpha-naphthyl-(4-[2-hydroxy-ethoxy]-2-hydroxy-phenyl)-triazine

Product 1

HCID 136338651HCID 136338651, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9.11 g of acetic anhydride, 18.1 g of triethylamine and 0.73 g of dimethylaminopyridine in 400 ml of anhydrous dichloromethane are added to the product from Example A9. The reaction mixture is heated to boiling. When the reaction is complete (monitoring by TLC), the solvent is removed in vac. and the residue is taken up in dichloromethane. The organic phase is washed with water and dried with magnesium sulfate. After removal of the solvent, the residue is chromatographed on silica gel, yielding the product having the following NMR data:

Workup

  1. temperatureThe reaction mixture is heated to boiling
  2. customthe solvent is removed in vac
  3. washThe organic phase is washed with water
  4. dry with materialdried with magnesium sulfate
  5. customAfter removal of the solvent
  6. customthe residue is chromatographed on silica gel
  7. customyielding the product

Sources & evidence

ORD record
ord-32bf5b9791c7448ca1a7e797c6eb1088
Source dataset
uspto-grants-2006_08
Patent number
US07087753B2

Reaction notes

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