Acetic Anhydride → HCID 578922, compound

Reaction equation

[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([CH3:8])[CH:7]=1.[C:10](OC(=O)C)(=[O:12])[CH3:11]>>[C:10]([O:9][C:4]1[CH:5]=[C:6]([CH3:8])[CH:7]=[C:2]([CH3:1])[CH:3]=1)(=[O:12])[CH3:11]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 79483,5-Dimethylphenol

Product 1

HCID 578922HCID 578922, compoundYield 103.1%

Procedure

206.5 g (1.69 mol) of 3,5-dimethylphenol and 337.3 g (3.30 mol) of acetic anhydride were refluxed for 1 h and then stirred at RT overnight. The mixture was poured onto water and extracted with methylene chloride. The organic phase was washed with sodium hydroxide solution and water, dried and concentrated under reduced pres-sure. 286 g of 3,5-dimethylphenyl acetate were obtained.

Workup

additionThe mixture was poured onto water
extractionextracted with methylene chloride
washThe organic phase was washed with sodium hydroxide solution and water
customdried
concentrationconcentrated under reduced pres-sure

Sources & evidence

ORD record: ord-a5468a53ca4044608cfedb822269f63a
Source dataset: uspto-grants-1992_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05118682

Reaction notes

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