Acetic Anhydride → 4274-26-4

HRID 973953Notes

Reaction equation

HRID 973953 reaction equation
[CH:1]1[C:6]([OH:7])=[C:5]([OH:8])[C:4]2[O:9][C:10]([C:12]3[C:17]4[C:3]=2[C:2]=1[C:19](=[O:20])[O:18][C:16]=4[C:15]([OH:21])=[C:14]([OH:22])[CH:13]=3)=[O:11].C(O[C:27](=[O:29])[CH3:28])(=O)C>N1C=CC=CC=1>[CH3:5][C:6]([O:7][C:6]1[CH:1]=[C:2]2[C:19](=[O:20])[O:18][C:16]3[C:15]([O:21][C:4]([CH3:3])=[O:9])=[C:14]([O:22][C:10]([CH3:12])=[O:11])[CH:13]=[C:12]4[C:10]([O:9][C:4]([C:5]=1[O:8][C:27]([CH3:28])=[O:29])=[C:3]2[C:17]=34)=[O:11])=[O:7]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 5281855Ellagic acid

Product 1

HCID 144323584274-26-4Yield 9.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a slurry of 10.0 g (29.6 mmol) of ellagic acid dihydrate in 250 mL of pyridine was added 100 mL of acetic anhydride. The solution was heated to reflux for 3 hours. The hot solution was filtered and upon cooling, crystals formed. The crystals were filtered, washed with hexane, and vacuum dried to give 1.28 g (9.2%) of pure ellagic acid tetraacetate.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux for 3 hours
  3. filtrationThe hot solution was filtered
  4. temperatureupon cooling
  5. customcrystals formed
  6. filtrationThe crystals were filtered
  7. washwashed with hexane, and vacuum
  8. customdried

Sources & evidence

ORD record
ord-f7af83c5939740e1a55c22b9bf0b5c83
Source dataset
uspto-grants-1991_11
Patent number
US05066671

Reaction notes

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