HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-{4-(1-hydroxyethyl)-1-(2-phenylethyl)-4-piperidinyl}-N-phenyl-cyclopropylcarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | HCID 19935654 | HCID 19935654 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | N-{4-(1-hydroxyethyl)-1-(2-phenylethyl)-4-piperidinyl}-N-phenyl-cyclopropylcarboxamide | HCID 19935657 | 66.1% |
Reaction Steps
A solution of 4-(1-hydroxyethyl)-4-(N-phenylamino)-1-(2-phenylethyl)-piperidine (0.200 g), cyclopropylcarboxylic acid chloride (1 g) and triethylamine (2.2 g) in dry benzene (30 ml) was stirred for 2.5 hours at 60°-65° C. After cooling the mixture was washed with dilute sodium carbonate solution, dried over MgSO4 and then concentrated. The residue was chromatographed on silica gel using chloroform-methanol 76:1 as eluant to give the title compound (0.160 g), which with oxalic acid gave an oxalate salt, m.p. 158°-159° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05420280 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-df7e308664844494802ee9667d859efe |
| Source note | uspto-grants-1995_05 |