HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R)-2-(2'-chloro-6-fluoro-3-(prop-1-enyl)biphenyl-2-yloxy)but-3-enyl 4-methylbenzenesulfonate → ((2R)-8-(2-chlorophenyl)-7-fluoro-2H-chromen-2-yl)methyl 4-methylbenzenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R)-2-(2'-chloro-6-fluoro-3-(prop-1-enyl)biphenyl-2-yloxy)but-3-enyl 4-methylbenzenesulfonate | HCID 86609142 | — |
| Catalyst | Dichlororuthenium;tricyclohexyl-[phenyl-(tricyclohexyl-lambda5-phosphanyl)methyl]-lambda5-phosphane | HCID 90332616 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | ((2R)-8-(2-chlorophenyl)-7-fluoro-2H-chromen-2-yl)methyl 4-methylbenzenesulfonate | HCID 86609141 | 51.1% |
Reaction Steps
Treatment of (2R)-2-(2′-chloro-6-fluoro-3-(prop-1-enyl)biphenyl-2-yloxy)but-3-enyl 4-methylbenzenesulfonate (1.5 g, 3.08 mmol) with benzylidene-bis(tricyclohexylphosphine)-dichlororuthenium (0.50 g, 0.61 mmol) in 1,2-dichloroethane (30 mL) according to the procedure described for Example 69, Step 7 provided 0.7 g (51%) of ((2R)-8-(2-chlorophenyl)-7-fluoro-2H-chromen-2-yl)methyl 4-methylbenzene-sulfonate as a thick dark oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365095B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-ed2713968f7d4724917ed287118712f1 |
| Source note | uspto-grants-2008_04 |