Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 12112127 | HCID 12112127 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 10192742 | HCID 10192742 | 50% |
Reaction Steps
A mixture of 2-(4-hydroxy-2,3-dimethyl-phenoxy)-1-phenyl-ethanone (1.2 g, 4.70 mmol) and polyphosphoric acid (ca. 100 mg) in xylene (10 mL) was stirred at 150° C. for 5 h. The mixture was poured into water, extracted with ethylacetate, washed and dried to give 6,7-dimethyl-3-phenyl-benzofuran-5-ol (560 mg) as a light brown solid. 1H NMR (CDCl3, 300 MHz) δ: 7.71 (s, 1H), 7.60-7.20 (m, 5H), 7.06 (s, 1H), 4.76 (s, 1H, OH), 2.47, 2.29 (2s, 6H) ppm. 13C NMR (CDCl3, 75 MHz), δ: 150.43, 150.30, 141.15, 132.58, 129.00, 127.32, 123.48, 122.13, 121.31, 120.59, 102.25, 12.31, 11.95 ppm. MS (m/z): 239 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06653346B1 |
|---|
| Source dataset | uspto-grants-2003_11 |
|---|
| ORD ID | ord-41a25b0dc0db4ec1ae0ddbf4cbe8f495 |
|---|
| Source note | uspto-grants-2003_11 |
|---|