HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 2-{1-[(Tert-butoxy)carbonyl]pyrrolidin-2-yl}acetic acid | HCID 4018357 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate | HCID 13425758 | — |
Reaction Steps
Trimethylsilyldiazomethane (2 M solution in hexane, 1.5 ml) was added dropwise to a mixed solution of tert-butyl 2-carboxymethylpyrrolidine-1-carboxylate (CAS No. 194154-91-1, 500 mg) in methanol (1 ml)-toluene (1 ml) under ice-cooling, and the reaction solution was stirred at the same temperature for three hours. The reaction solution was concentrated. The resulting residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 506 mg of the title compound. The property values of the compound are as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935815B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-7a8e9d1a2d204e72bf6ba8c9b0dff4bb |
| Source note | uspto-grants-2011_05 |