HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (+)-[7-(2-Chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3-Chlorophenyl)boronic acid | HCID 2734323 | — |
| Reactant | (7-Bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonate | HCID 58747572 | — |
| Catalyst | HCID 178424406 | HCID 178424406 | — |
| Product | (+)-[7-(2-Chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate | HCID 86599091 | 72.3% |
Reaction Steps
Treatment of (±)-(7-bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonate (3.00 g, 7.83 mmol) with 3-chlorophenylboronic acid (1.84 g, 11.74 mmol), dichlorobis(tri-o-tolylphosphine)-palladium(II) (0.308 g, 0.391 mmol), and potassium carbonate (2.70 g, 19.57 mmol) generally according to the procedure described for Intermediate 37 provided 2.35 g (72%) of (±)-[7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate as a tan solid. mp 100-103° C.; Anal. calcd. for C22H19ClO4S: C, 63.69; H, 4.62. Found: C, 63.43; H, 4.69.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07435837B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-4d1e2262208f470d9120e64a2c2a6b80 |
| Source note | uspto-grants-2008_10 |