HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-(2-Phenyl-cyclopropylcarbamoyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-(2-Phenyl-cyclopropylcarbamoyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester | HCID 69197387 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2-Phenyl-cyclopropylcarbamoyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester | HCID 69197809 | 84% |
Reaction Steps
To a solution of 4-(2-Phenyl-cyclopropylcarbamoyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (422 mg, 1 mmol) in THF (2 mL) was added 1 N NaOH (1.5 mL) at 0° C. with stirring. After 30 min at 0° C. and 16 h at room temperature, the reaction mixture was concentrated and treated with EtOAc and 6 N HCl (5 mL). The organic layer was dried over MgSO4 and concentrated. The residue was purified by a silica gel column using CH2Cl2/MeOH (95:5) as eluant to yield the desired compound as a colorless oil (343 mg, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07425633B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-91dcda0975404d5b8b9d406eb83b22ee |
| Source note | uspto-grants-2008_09 |