HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → [2-(4-Benzyl-piperidin-1-yl)-ethyl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 4-Benzylpiperidine | HCID 31738 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-Butyl N-(2-bromoethyl)carbamate | HCID 4103526 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | [2-(4-Benzyl-piperidin-1-yl)-ethyl]-carbamic acid tert-butyl ester | HCID 59715914 | — |
Reaction Steps
A mixture of 4-benzyl-piperidine (876 mg, 5.0 mmol), (2-bromo-ethyl)-carbamic acid tert-butyl ester (1.12 g, 5.0 mmol) and DIPEA (650 mg, 5 mmol) in THF (30 mL) is heated at reflux for 15 h. The solution is poured into ether (150 mL) and extracted with saturated Na2CO3 (2×50 mL) and brine (30 mL), dried (Na2SO4), filtered and concentrated to provide a crude oil. Flash chromatography (EtOAc/heptane: 3/2) provides the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375227B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-81a7ef2aa908458ba4e3b397ee856c21 |
| Source note | uspto-grants-2008_05 |