HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21084207, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | Ethyl 2-azabicyclo[2.2.1]heptane-3-carboxylate | HCID 13258847 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 21084207 | HCID 21084207 | 86% |
Reaction Steps
To a solution of ethyl 2-azabicyclo[2.2.1]heptane-3-carboxylate (231 mg, 1.37 mmol) in chloroform (5 ml) were added triethylamine (0.20 ml, 1.43 mmol) and 4-methoxybenzyl chloride (0.19 ml, 1.43 mmol) while being cooled with ice. After a reaction at 60° C. for 20 hours, the reaction mixture, with water added thereto, was extracted with chloroform. The organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated and the residue was purified by silica gel column chromatography (1% methanol/chloroform), to give ethyl 2-(4-methoxybenzyl)-2-azabicyclo[2.2.1]heptane-3-carboxylate (340 mg, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176217B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-056699029390416ba63af9995e511993 |
| Source note | uspto-grants-2007_02 |