Acetic Anhydride → HCID 22054262, compound

HRID 1830231Notes

Reaction equation

HRID 1830231 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH3:26])=[C:5]([C:17]([O:24][CH3:25])=[C:18]([O:22][CH3:23])[C:19]=1[O:20][CH3:21])[CH2:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([OH:16])[CH:8]=1.[C:27](OC(=O)C)(=[O:29])[CH3:28]>>[CH3:1][O:2][C:3]1[C:4]([CH3:26])=[C:5]([C:17]([O:24][CH3:25])=[C:18]([O:22][CH3:23])[C:19]=1[O:20][CH3:21])[CH2:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([O:16][C:27](=[O:29])[CH3:28])[CH:8]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 22054122HCID 22054122, compound

Product 1

HCID 22054262HCID 22054262, compoundYield 60%

Procedure

4-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-hydroxybenzoic acid (97 mg, 0.2679 mmol) was dissolved in acetic anhydride (20 ml) and the resulting solution was refluxed under heating for 2 hours. The reaction solution was concentrated and the residue was purified by silica gel column chromatography (5% methanol-methylene chloride) to obtain the titled compound (65 mg, 0.1608 mmol, 60%).

Workup

  1. temperaturethe resulting solution was refluxed
  2. temperatureunder heating for 2 hours
  3. concentrationThe reaction solution was concentrated
  4. customthe residue was purified by silica gel column chromatography (5% methanol-methylene chloride)

Sources & evidence

ORD record
ord-3e0b6c85396440a39dac54f5a8895e15
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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