HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 4-{[1-(3,4-dichlorobenzyl)-4-piperidinyl]amino}-4-oxobutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Butanoic acid, 4-chloro-4-oxo-, methyl ester | HCID 73888 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(3,4-Dichloro-benzyl)-piperidin-4-ylamine hydrochloride | HCID 22396206 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 4-{[1-(3,4-dichlorobenzyl)-4-piperidinyl]amino}-4-oxobutanoate | HCID 22396186 | 67.9% |
Reaction Steps
To a solution of 1-(3,4-dichlorobenzyl)-4-piperidinamine hydrochloride (3.50 g) in dichloromethane (100 ml) was added methyl 4-chloro-4-oxobutanoate (2.00 g) dropwise. Triethlamine (3.90 g) was added and the reaction stirred under nitrogen for 2 hours. Saturated sodium hydrogen carbonate solution was then added, with the solution being extracted three times with dichloromethane. The pooled organic phase was washed once with water, once with saturated brine and dried over anhydrous magnesium sulfate. After filtration the solvent was removed under reduced pressure to leave methyl 4-{[1-(3,4-dichlorobenzyl)-4-piperidinyl]amino}-4-oxobutanoate (3.00 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06903085B1 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-8d5f1eea97bc47f98bbd7a892febd140 |
| Source note | uspto-grants-2005_06 |