HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 19599920, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Benzoylbenzoic acid | HCID 69147 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | 4,5,6,7-Tetrahydrofuro[2,3-c]pyridine hydrochloride | HCID 19599907 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19599920 | HCID 19599920 | — |
Reaction Steps
To a solution of 0.264 g (1.654 mmol) of 4,5,6,7-tetrahydrofuro[2,3-c]pyridine hydrochloride, 0.41 g (1.8 mmol) of 4-benzoylbenzoic acid and 0.92 ml (6.6 mmol) of triethylamine in 30 ml of dichloromethane, 0.30 ml (2.0 mmol) of diethyl cyanophosphonate was added dropwise under ice-cooling, followed by overnight stirring at room temperature. This solution was poured into aqueous sodium hydroxide and extracted with dichloromethane 3 times. The combined organic layer was dried over anhydrous sodium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (hexane/ethyl acetate=3/1 to 2/1) to yield the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05998433 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-12409b81b93743c88f934c27d37b8024 |
| Source note | uspto-grants-1999_12 |