HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1,1'-Biphenyl)-2-ol → HCID 59288369, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1,1'-Biphenyl)-2-ol | HCID 7017 | — |
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 6-Fluoro-7-iodo-3-propylchroman | HCID 59288360 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59288369 | HCID 59288369 | — |
Reaction Steps
17.0 g (52.2 mmol) of anhydrous caesium carbonate, 700 mg (3.67 mmol) of copper(I) iodide and 700 mg (4.11 mmol) of o-phenylphenol are initially introduced under dry nitrogen, a solution of 11.4 g (33.5 mmol) of 6-fluoro-7-iodo-3-propylchroman and 16.0 g (100 mmol) of diethyl malonate in 150 ml of THF is added, and the mixture is heated under reflux overnight. MTB ether is subsequently added to the batch, which is washed with dil. hydrochloric acid and dried over sodium sulfate. The solvent is removed in vacuo, and the crude product is purified by chromatography on silica gel with heptane/ethyl acetate (4:1). The product fraction (Rf=0.55) is reacted without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07955664B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-0832663d27f1466ab55f8cf3018134de |
| Source note | uspto-grants-2011_06 |