HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 70925932, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Phenylacetophenone | HCID 9948 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-Piperidinecarboxylic acid, 1-methyl-, hydrochloride (1:1) | HCID 2760043 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70925932 | HCID 70925932 | 6.9% |
Reaction Steps
Oxalyl dichloride (236 μl, 2.78 mmol) was added dropwise to a solution of 1-methylpiperidine-4-carboxylic acid hydrochloride (500 mg, 2.78 mmol) in DCM (30 ml) and few drops of DMF (catalytic amount). The reaction was stirred at room temperature for 2 hours. The volatiles were removed under vacuum, and the crude was taken up with pyridine (40 ml). 1,2-Diphenylethanone (546 mg, 2.78 mmol) was added, and the resulting suspension was heated under microwave irradiation at 140° C. for 1 hour. Pyridine was removed under vacuum, and the crude was purified by flash chromatography (DCM/MeOH=95/5) to obtain (E)-1,2-diphenylvinyl 1-methylpiperidine-4-carboxylate (62 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604015B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-7e83002d1d344583be3e70e060eb2c5f |
| Source note | uspto-grants-2013_12 |