HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (+/-)-[7-(4-Chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Reactant | (7-Bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonate | HCID 58747572 | — |
| Catalyst | HCID 178424406 | HCID 178424406 | — |
| Product | (+/-)-[7-(4-Chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate | HCID 86599102 | 68% |
Reaction Steps
Treatment of (±)-(7-bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonate (0.50 g, 1.305 mmol) with 4-chlorophenylboronic acid (0.306 g, 1.96 mmol), dichlorobis(tri-o-tolylphosphine)-palladium(II) (0.051 g, 0.065 mmol), and potassium carbonate (0.45 g, 3.26 mmol) generally according to the procedure described for Intermediate 37 provided 0.367 g (68%) of (±)-[7-(4-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate as an orange solid. mp 130-133° C.; Anal. calcd. for C22H19ClO4S: C, 63.69; H, 4.62. Found: C, 62.82; H, 4.56.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07435837B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-6b8b7d739bb14496bb062dbcfa6635b3 |
| Source note | uspto-grants-2008_10 |