Acetic Anhydride → AG-G-97635

HRID 2103014Notes

Reaction equation

HRID 2103014 reaction equation
[CH3:1][C:2]1[C:3]([OH:11])=[C:4]([CH3:10])[C:5]([CH3:9])=[C:6]([CH:8]=1)[OH:7].[C:12](OC(=O)C)(=[O:14])[CH3:13].C(N(C(C)C)CC)(C)C.[C:28](OCC)(=[O:30])[CH3:29]>ClCCl>[C:12]([O:7][C:6]1[CH:8]=[C:2]([CH3:1])[C:3]([O:11][C:28](=[O:30])[CH3:29])=[C:4]([CH3:10])[C:5]=1[CH3:9])(=[O:14])[CH3:13]

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 8857Ethyl AcetateHCID 12785TrimethylhydroquinoneHCID 81531Diisopropylethylamine

Product 1

HCID 344608AG-G-97635

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of trimethylhydroquinone (10.0 g) and acetic anhydride (10 mL) in dichloromethane (50 mL) was added diisopropylethylamine (10 mL) at room temperature. The solution was stirred at room temperature for 18 hours, diluted with ethyl acetate, washed with water and brine. Evaporation gave the 2,3,5-trimethyl-1,4-phenylene diacetate as solid.

Workup

  1. washwashed with water and brine
  2. customEvaporation

Sources & evidence

ORD record
ord-22c7be0712c34484b51e9aaa5d8bdfab
Source dataset
uspto-grants-2009_08
Patent number
US07576094B2

Reaction notes

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