HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68648645, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methacrylic anhydride | HCID 12974 | — |
| Reactant | HCID 86647632 | HCID 86647632 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68648645 | HCID 68648645 | 90% |
Reaction Steps
In a nitrogen atmosphere, 50 g of 1-tert-butoxy-carbonylpiperidin-4-ol, 26.8 g of triethylamine, and 2.9 g of 4-dimethylaminopyridine were mixed in 200 g of toluene. Under ice cooling, 40 g of methacrylic anhydride was added dropwise to the solution at a temperature below 40° C. The solution was stirred for 4 hours at room temperature, whereupon 100 g of water was added dropwise below 20° C. to quench the reaction. This was followed by standard aqueous workup and vacuum distillation, obtaining 48.9 g of 1-tert-butoxycarbonylpiperidin-4-yl methacrylate (yield 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09207534B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-2fa3c5bcaa9649f78d1d872014620f02 |
| Source note | uspto-grants-2015_12 |