HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Tert-butyl 4-ethynyl-4-hydroxypiperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,1-Dimethylethyl 4-hydroxy-4-[(trimethylsilyl)ethynyl]-1-piperidinecarboxylate | HCID 10803981 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Tert-butyl 4-ethynyl-4-hydroxypiperidine-1-carboxylate | HCID 18366117 | 86% |
Reaction Steps
A mixture of the 4-Hydroxy-4-trimethylsilanylethynyl piperidine-1-carboxylic acid tert-butyl ester (7 g, 23.5 mmol, 1 eq) and potassium carbonate (1.0 g, 7.25 mmol, 0.3 eq) in MeOH (30 ml) were stirred for 6 h at room temperature. After this time, the solvent was removed under reduced pressure and the residue suspended in diethyl ether. The suspension was washed with saturated ammonium chloride and water and dried over MgSO4. After filtering, the filtrate was evaporated to give the product (4.5 g, 86%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133213B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-a00f93691d6b411995846d0dd83aa526 |
| Source note | uspto-grants-2015_09 |