HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 19599881, 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 | HCID 19599956 | HCID 19599956 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19599881 | HCID 19599881 | — |
Reaction Steps
To a solution of 0.128 g of the above crude 5,6,7,8-tetrahydro-4H-furo[2,3-c]azepine hydrochloride, 0.21 g (0.94 mmol) of 4-benzoylbenzoic acid and 0.43 ml (3.1 mmol) of triethylamine in 30 ml of dichloromethane, 0.14 ml (0.94 mmol) of diethyl cyanophosphonate was added dropwise under ice-cooling, followed by overnight stirring at room temperature. The reaction mixture was poured into aqueous sodium hydroxide and extracted with dichloromethane 3 times. The combined organic layer was dried over anhydrous magnesium 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 1/1) 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-47e0a82e926e4d25a1e7b625c3d8e2c0 |
| Source note | uspto-grants-1999_12 |