HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → 8-Benzyl-3-oxa-8-azabicyclo[3.2.1]octane-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | rac-(2R,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid | HCID 26202186 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 8-Benzyl-3-oxa-8-azabicyclo[3.2.1]octane-2,4-dione | HCID 22235596 | — |
Reaction Steps
A solution of cis-1-benzyl-2,5-pyrrolidinedicarboxylic acid (60 g, 0.24 mol; from Preparation A, step (c) above) and dicyclohexylcarbodiimide (49.7 g, 0.24 mol) in THF (1.2 L) was heated at reflux for 18 hours. The reaction was cooled and filtered to remove the urea by-product. The filtrate was concentrated in vacuo to afford a dark brown viscous oil which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07012074B2 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-f7984d0f1a1c48c9b6f1dc53df2c21e7 |
| Source note | uspto-grants-2006_03 |