HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → Tert-butyl (2S)-1-(carbonochloridoyl)pyrrolidine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | L-Proline 1,1-dimethylethyl ester | HCID 6453108 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl (2S)-1-(carbonochloridoyl)pyrrolidine-2-carboxylate | HCID 14552297 | — |
Reaction Steps
A solution of 0.961 g (5.62 mmol) of t-butyl prolinate and 0.80 ml (5.76 mmol) of triethylamine in 4.2 ml of dry tetrahydrofuran was added dropwise to a stirring solution of phosgene in toluene (12.5%, 5.9 ml, 6.74 mmol) precooled to 0°. The reaction was allowed to warm to room temperature and stirred for an additional hour. After filtering and concentrating, a yellow oil was obtained which was used directly for the next step, B.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04402969 |
| Source dataset | uspto-grants-1983_09 |
| ORD ID | ord-c25d5f9ac334406ab512ec3553797972 |
| Source note | uspto-grants-1983_09 |