HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86647411, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzophenone imine | HCID 136809 | — |
| Reactant | tert-Butyl 4-amino-3-hydroxypiperidine-1-carboxylate | HCID 21874161 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86647411 | HCID 86647411 | 87.9% |
Reaction Steps
tert-butyl-4-amino-3-hydroxypiperidine-1-carboxylate (11.9 g; 55 mmol) and benzophenone imine (10 g; 59 mmol; 1.05 eq.) were dissolved in anhydrous toluene and heated to reflux for 18 hrs. Monitored the reaction by TLC (30% EtOAc/hexanes with 0.1% triethylamine). The crude reaction was concentrated and purified by flash column chromatography. Isolation gave 18.4 g of the title compound in an 86% yield. LC/MS (ES+)[(M+H)+]: 381 for C23H28N2O3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399489B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-7500a834f0364033aa1e0cf740d80605 |
| Source note | uspto-grants-2013_03 |