HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → 1-tert-Butyl 3-phenyl pyrrolidine-1,3-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-((Tert-butoxy)carbonyl)pyrrolidine-3-carboxylic acid | HCID 2760529 | — |
| Reactant | 1-tert-Butyl 2-phenyl pyrrolidine-1,2-dicarboxylate | HCID 11335289 | — |
| Product | 1-tert-Butyl 3-phenyl pyrrolidine-1,3-dicarboxylate | HCID 89873732 | 83% |
Reaction Steps
The compound 24 was prepared according to the method described for compound 22 employing 1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid (500 mg, 2.32 mmol), phenol (198 mg, 2.12 mmol) and DCC (522 mg, 2.53) to give pale white solid compound 24 (510 mg, 83%). 1H NMR (400 MHz, CDCl3) δ 1.40 (s, 9H), 1.84-1.57 (m, 1H), 2.21 (m, 2H), 3.17-3.70 (m, 4H), 7.00 (s, 1H), 7.02 (s, 1H), 7.17 (t, J=7.8 Hz, 1H), 7.32 (t, J=7.8 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09393306B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-6db5dff8c6614046a851be1aba6e0010 |
| Source note | uspto-grants-2016_07 |