HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → tert-Butyl 3-ethynylpyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (+-)-1-(tert-Butoxycarbonyl)pyrrolidine-3-carboxaldehyde | HCID 4692112 | — |
| Reactant | (1Z)-1-diazo-1-diethoxyphosphorylpropan-2-one | HCID 136104435 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-Butyl 3-ethynylpyrrolidine-1-carboxylate | HCID 54012212 | — |
Reaction Steps
To 1.23 g (6.17 mmol) 3-Formyl-pyrrolidine-1-carboxylic acid tert-butyl ester in 30 mL dry MeOH was added at room temperature 1.42 g (7.41 mmol) (1-Diazo-2-oxo-propyl)-phosphonic acid diethyl ester and 1.71 g (12.4 mmol) K2CO3 and stirring was continued for 2 h. 10 g of silica gel was added to the reaction mixture, stirring continued for 20 min and then filtered. After evaporation of the solvent the residue was purified by column chromatography (silica, cyclohexane/EtOAc 1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346816B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-b66536a3de4d4670aac403b60817204e |
| Source note | uspto-grants-2016_05 |