HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-Fluoro-5-((3-oxo-4,5,6,7-tetrahydroisobenzofuran-1 (3h)-ylidene)methyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Fluoro-5-formylbenzonitrile | HCID 2769582 | — |
| Reactant | Tributyl(3-oxo-1,3,4,5,6,7-hexahydro-2-benzofuran-1-yl)phosphonium bromide | HCID 66966753 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Fluoro-5-((3-oxo-4,5,6,7-tetrahydroisobenzofuran-1 (3h)-ylidene)methyl)benzonitrile | HCID 69043442 | — |
Reaction Steps
To a solution of EXAMPLE 1B (3.05 g) in dichloromethane (30 mL) was added 2-fluoro-5-formylbenzonitrile (1.08 g) and triethylamine (1.02 mL). The mixture was stirred at ambient temperature for 16 hours and concentrated. The concentrate was partitioned between ethyl acetate and brine. The organic layer was washed with brine and concentrated. The concentrate was purified by flash chromatography on silica gel with 50% ethyl acetate in hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09283222B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-080e7bc1d94a4ed0964a2514e15399a9 |
| Source note | uspto-grants-2016_03 |