Acetic Anhydride → 3-(4-Acetyloxyphenyl)glutaric anhydride

HRID 904073Notes

Reaction equation

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:13][C:14]([OH:16])=[O:15])[CH2:9][C:10]([OH:12])=O)=[CH:4][CH:3]=1.[C:17](OC(=O)C)(=[O:19])[CH3:18]>>[C:17]([O:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:9][C:10](=[O:12])[O:15][C:14](=[O:16])[CH2:13]2)=[CH:6][CH:7]=1)(=[O:19])[CH3:18]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 20528836HCID 20528836, compound

Product 1

HCID 128489843-(4-Acetyloxyphenyl)glutaric anhydride

Procedure

A solution of 3-(4-hydroxyphenyl)glutaric acid (800 mg) in acetic anhydride (15 ml) is heated at 100° C. for 2.5 hours and evaporated to dryness in vacuo. The residual solid is crystallized from chloroform-hexane to afford 600 mg of 3-(4-acetyloxyphenyl)glutaric anhydride, melting point 140°-143° C.

Workup

customevaporated to dryness in vacuo
customThe residual solid is crystallized from chloroform-hexane

Sources & evidence

ORD record: ord-1c13245e65da4f8cbc59972705c81a3e
Source dataset: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04230621

Reaction notes

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