HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 69223315, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Ethylpropanedioyl dichloride | HCID 10920924 | — |
| Reactant | 2-amino-4-phenyl-3-furonitrile | HCID 11789888 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 69223315 | HCID 69223315 | — |
Reaction Steps
Ethyl malonyl chloride (3.8 ml, 29.89 mmol) was added dropwise to a solution of 2-amino-4-phenyl-3-furonitrile (5 g, 27.17 mmol) and triethylamine (4.2 ml, 29.89 mmol) in THF (30 ml) maintaining temperature below 5° C. under nitrogen. This was allowed to warm up to room temperature and stirred for 2 hr. The reaction mixture was diluted with water and extracted with DCM. The organic layers were combined and washed with brine and dried over MgSO4. The solution was filtered and solvent removed under reduced pressure. The residue was purified by column chromatography using DCM isolating an orange oil (3.7 g, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07456187B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-2a78a7a1a94b422d80cadb0eb5bf16c0 |
| Source note | uspto-grants-2008_11 |