HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl 3-(4-bromobenzoyl)pyrrolidine-1-carboxylate → HCID 68953107, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl 3-(4-bromobenzoyl)pyrrolidine-1-carboxylate | HCID 67239763 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68953107 | HCID 68953107 | 82.4% |
Reaction Steps
Stir a solution of 3-(4-bromo-benzoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (3.79 g, 10.7 mmol) in 4 M HCl in dioxane (21.4 mL) at 0° C. for one hour. Concentrate the reaction mixture, dilute the mixture with CH2Cl2, wash with 5 N NaOH (15 mL), and back extract the aqueous with CH2Cl2. Wash the combined organic layer with brine, dry over Na2SO4, filter, and concentrate. Purify the crude material by flash chromatograph, eluting with 5-10% in MeOH (2N NH3)/CH2Cl2 to give 2.24 g (82%) of the title compound. LC-MS m/z (79Br) 254.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263772B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-296658d0ff634a36a141ca9faa3afee6 |
| Source note | uspto-grants-2012_09 |