HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (+)-[7-(4-Methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tolylboronic acid | HCID 79799 | — |
| Reactant | (7-Bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonate | HCID 58747572 | — |
| Catalyst | HCID 178424406 | HCID 178424406 | — |
| Product | (+)-[7-(4-Methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate | HCID 86599098 | 85% |
Reaction Steps
Treatment of (±)-(7-bromo-2,3-dihydro-1-benzofuran-2-yl)methyl 4-methylbenzenesulfonate (11.2 g, 29.22 mmol) with 4-methylphenylboronic acid (5.96 g, 43.84 mmol), dichlorobis(tri-o-tolylphosphine)-palladium(II) (1.15 g, 1.46 mmol), and potassium carbonate (10.10 g, 73.07 mmol) generally according to the procedure described for Intermediate 37 provided 9.8 g (85%) of (±)-[7-(4-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl 4-methylbenzenesulfonate as a white solid. mp 145-147° C.; Anal. calcd. for C23H22O4S: C, 70.03; H, 5.62. Found: C, 69.91; H, 5.7.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07435837B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-19cceb12cbe74d2fa94441bdb35a0de7 |
| Source note | uspto-grants-2008_10 |