4,5-Dimethoxyphthalic acid → 5,6-Dimethoxy-1,3-dihydro-2-benzofuran-1,3-dione

HRID 571273

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]([OH:16])=[O:15])[C:6](=[CH:10][C:11]=1[O:12][CH3:13])[C:7]([OH:9])=O>C(OC(=O)C)(=O)C>[CH3:13][O:12][C:11]1[CH:10]=[C:6]2[C:5](=[CH:4][C:3]=1[O:2][CH3:1])[C:14](=[O:15])[O:16][C:7]2=[O:9]

Participants

Conditions

Temperature: 120 °C

Procedure

A suspension of 4,5-dimethoxyphthalic acid (600 mg, 2.65 mmol) in acetic anhydride (5 ml) was heated to 120° C. for 1 hour. The solvent was then removed under vacuum to afford 5,6-dimethoxyisobenzofuran-1,3-dione as a yellow solid (552 mg, 2.65 mmol, quantitative yield). MS/ESI+ 208.9 [MH]+. This compound was used as such in the next step.

Workup

customThe solvent was then removed under vacuum

Sources & evidence

ORD record: ord-a0158521a50f40928df4c262338ecd87
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09024027B2

Linked notes

Loading…