HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66731516, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Lithium Bromide | HCID 82050 | — |
| Reactant | HCID 68503986 | HCID 68503986 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 66731516 | HCID 66731516 | 90.5% |
Reaction Steps
Dimethyl 2-(3,5-dichlorophenyl)piperidine-1,4-dicarboxylate (5.3 g, 15.31 mmol) was dissolved in acetonitrile (51.7 mL). Water (1.033 mL), lithium bromide (10.64 g, 122.47 mmol) and triethylamine (8.53 mL, 61.24 mmol) were added and the resulting mixture was heated under reflux for 2.5 h. It was diluted with water and MTBE. The aqueous layer was extracted with water. The combined aqueous layers were acidified with 3 M HCl, extracted with MTBE, dried over MgSO4, filtered and evaporated to give 2-(3,5-dichlorophenyl)-1-(methoxycarbonyl)piperidine-4-carboxylic acid (4.60 g, 90%) as a greenish foam. MS m/z 330 (M−H)−
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415378B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-d380d31756294c1d9df217155303d895 |
| Source note | uspto-grants-2013_04 |