HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylallyl 2,3-difluoro-6-hydroxy-5-(2-methylallyl)benzoate → 5,6-difluoro-2,2-dimethyl-3H-benzofuran-7-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylallyl 2,3-difluoro-6-hydroxy-5-(2-methylallyl)benzoate | HCID 58566392 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | 5,6-difluoro-2,2-dimethyl-3H-benzofuran-7-carboxylic acid | HCID 58566306 | 61% |
Reaction Steps
A solution of 2-methylallyl 2,3-difluoro-6-hydroxy-5-(2-methylallyl)benzoate (734) in 96% formic acid (15 mL) was refluxed for 22 hours. The solvent was removed in vacuo, and the residue was purified by flash column chromatography eluting with hexanes-EtOAc (3:1) to afford 5,6-difluoro-2,2-dimethyl-3H-benzofuran-7-carboxylic acid (735) (0.76 g, 61%). 1H NMR (400 MHz, DMSO-d6) δ 7.43 (t, J=9.2 Hz, 1H), 2.98 (s, 2H), 1.41 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598374B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-2cff8e6916554318afe15af4be4b4c6f |
| Source note | uspto-grants-2013_12 |