HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 754129, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Reactant | 4-(Bromomethyl)-1,2-dichlorobenzene | HCID 639726 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 754129 | HCID 754129 | 88.5% |
Reaction Steps
3,4-Dichlorobenzyl bromide (1.83 g, 7.63 mmol) was added to a solution of ethyl isonipecotate (1 g, 6.36 mmol) and triethylamine (1.33 ml, 9.54 mmol) in methylene chloride solution (10 ml) at room temperature. After 17 h, the reaction mixture was diluted with ethyl acetate and washed with aqueous sodium bicarbonate solution (10 ml). The organic layer was dried over magnesium sulfate, filtered, and concentrated. Flash chromatography with 9:1, hexanes/ethyl acetate followed by 6:1 hexanes/ethyl acetate gave ethyl 1-(3,4-dichlorobenzyl)isonipecotate (1.78 g) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06323223B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-d9666b4c69324774a012977981e2cd77 |
| Source note | uspto-grants-2001_11 |