HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69512Generated: October 27, 2026
Potassium Carbonate → (R)-3-(4-Hydroxy-4-methyl-piperidin-1-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/69512
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 4-Methylpiperidin-4-ol | HCID 15649174 | — |
| Reactant | (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 57957824 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-3-(4-Hydroxy-4-methyl-piperidin-1-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 68991890 | — |
Reaction Steps
To a mixture of 4-Methyl-piperidin-4-ol (2.2 g) and (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester (5.0 g) in acetonitrile (54 mL)/NMP (30 mL)/DMF (5 mL) was added potassium carbonate (9.2 g). The mixture was stirred at 80° C. for 12 h. Ethyl acetate and water was added. The aqueous phase was acidified, extracted with ethyl acetate. The collected organic phase were washed with water, dried over sodium sulfate and concentrated. The product with the molecular weight of 284.40 (C15H28N2O3) was obtained in this way; MS (ESI): 285 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08822495B2 |
|---|
| Source dataset | uspto-grants-2014_09 |
|---|
| ORD ID | ord-71b392faa4a8405a8eaf090bbf4f2c68 |
|---|
| Source note | uspto-grants-2014_09 |
|---|