HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → ((2R)-8-(biphenyl-2-yl)-6-fluoro-2H-chromen-2-yl)methyl 4-methylbenzenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | (2R)-2-(5-fluoro-2'-phenyl-3-(prop-1-enyl)biphenyl-2-yloxy)but-3-enyl 4-methylbenzenesulfonate | HCID 86609154 | — |
| Catalyst | Dichlororuthenium;tricyclohexyl-[phenyl-(tricyclohexyl-lambda5-phosphanyl)methyl]-lambda5-phosphane | HCID 90332616 | — |
| Product | ((2R)-8-(biphenyl-2-yl)-6-fluoro-2H-chromen-2-yl)methyl 4-methylbenzenesulfonate | HCID 86609153 | 82% |
Reaction Steps
Treatment of (2R)-2-(5-fluoro-2′-phenyl-3-(prop-1-enyl)biphenyl-2-yloxy)but-3-enyl 4-methylbenzenesulfonate (1.8 g, 3.40 mmol) with benzylidene-bis(tricyclohexylphosphine)-dichlororuthenium (1.0 g, 1.22 mmol) in 1,2-dichloroethane (100 mL) according to the procedure described for Example 69, Step 7 provided 1.36 g (82%) of ((2R)-8-(biphenyl-2-yl)-6-fluoro-2H-chromen-2-yl)methyl 4-methylbenzenesulfonate as a brown solid. MS (ESI) m/z 504.1 ([M+NH4]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365095B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-60b393e731fe4d8ebdb2511951db1893 |
| Source note | uspto-grants-2008_04 |