Acetic Anhydride → HCID 22054348, compound

HRID 1830441Notes

Reaction equation

HRID 1830441 reaction equation
[CH3:1][O:2][C:3]1[C:19]([CH3:20])=[C:18]([CH3:21])[C:17]([O:22][CH3:23])=[C:16]([CH3:24])[C:4]=1[CH2:5][C:6]1[CH:7]=[CH:8][C:9]([OH:15])=[C:10]([CH:14]=1)[C:11]([OH:13])=[O:12].[C:25](OC(=O)C)(=[O:27])[CH3:26]>O>[CH3:1][O:2][C:3]1[C:19]([CH3:20])=[C:18]([CH3:21])[C:17]([O:22][CH3:23])=[C:16]([CH3:24])[C:4]=1[CH2:5][C:6]1[CH:7]=[CH:8][C:9]([O:15][C:25](=[O:27])[CH3:26])=[C:10]([CH:14]=1)[C:11]([OH:13])=[O:12]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 22054169HCID 22054169, compound

Product 1

HCID 22054348HCID 22054348, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

5-(2,5-Dimethoxy-3,4,6-trimethylbenzyl)-2-hydroxybenzoic acid (0.150 g, 0.455 mmol) was dissolved in acetic anhydride (3 ml) and the resulting solution was stirred at 80° C. for 1 hour. The reaction solution was diluted with water and then extracted with ethyl acetate. The extract was washed with water and then dried, and the solvent was removed by distillation. The obtained residue was purified by silica gel column chromatography (hexand:ethyl acetate=2:1) to obtain the titled compound (0.170 g, 0.454 mmol, 99%).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. customdried
  4. customthe solvent was removed by distillation
  5. customThe obtained residue was purified by silica gel column chromatography (hexand:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-c8fba20d76e54ebabd8c1548ad0f5b8c
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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