HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(2,3-Dihydro-1-benzofuran-5-yl)propan-1-one → 4-(1-(6-Chloropyridin-3-yl)-2-(2,3-dihydrobenzofuran-5-yl)but-1-enyl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(2,3-Dihydro-1-benzofuran-5-yl)propan-1-one | HCID 4067388 | — |
| Reactant | (6-chloropyridin-3-yl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanone | HCID 89655790 | — |
| Product | 4-(1-(6-Chloropyridin-3-yl)-2-(2,3-dihydrobenzofuran-5-yl)but-1-enyl)phenol | HCID 123566019 | 37% |
Reaction Steps
According to general procedure of McMurry reaction as example 1, step D described, 1-(2,3-dihydrobenzofuran-5-yl)propan-1-one (610 mg, 1.1 eq) was reacted with (6-chloropyridin-3-yl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanone (1.0 g, 1.0 eq) to give 440 mg desired product (37%, Z/E=1/1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309211B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-39d3d5bdc9d94a8b8ebc991cead30689 |
| Source note | uspto-grants-2016_04 |