HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 59305338, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Fluoro-5-[2-(trimethylsilyl)ethynyl]benzenebutanenitrile | HCID 59305367 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59305338 | HCID 59305338 | — |
Reaction Steps
To a stirred solution of 4-(2-Fluoro-5-trimethylsilanylethynyl-phenyl)-butyronitrile (0.27 g, 1.04 mmol), in dry methylene chloride (2.5 mL) and methanol (2.5 mL) was added cesium carbonate (0.41 g, 1.2 mmol) and stirred for 2 h under a nitrogen atmosphere. The mixture was diluted with diethyl ether (15 mL), and partitioned between diethyl ether and H2O (10 mL), and the aqueous layer was extracted with diethyl ether (10 mL), washed with brine and dried over MgSO4, filtered and concentrated in vacuo. Purification by flash chromatography (5-10% ethyl acetate/petroleum ether) gave the title compound as a brown semi solid (0.154 g, 79%), identified by NMR and mass spectral analyses. MS (EI+): 187 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723368B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-cd22060ebe5a44fb8c6bedaa4f52523f |
| Source note | uspto-grants-2010_05 |