HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 19600277, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | 6-Phenylhexanoic Acid | HCID 79695 | — |
| Reactant | HCID 19599956 | HCID 19599956 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19600277 | HCID 19600277 | — |
Reaction Steps
To a solution of 0.130 g of the above crude 5,6,7,8-tetrahydro-4H-furo[2,3-c]azepine hydrochloride, 0.18 g (0.96 mmol) of 6-phenylhexanoic acid and 0.44 ml (3.2 mmol) of triethylamine in 30 ml of dichloromethane, 0.15 ml (0.96 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 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-b869c7607c0542a28f4f0b0a966ace58 |
| Source note | uspto-grants-1999_12 |