HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 3-bromo-5-(2-oxopyrrolidin-1-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Bromo-5-(4-chloro-butanoylamino)-benzoic acid methyl ester | HCID 69356939 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 3-bromo-5-(2-oxopyrrolidin-1-yl)benzoate | HCID 22253055 | 76% |
Reaction Steps
To a solution of 3-bromo-5-(4-chloro-butanoylamino)-benzoic acid methyl ester (D13) (530 mg, 1.6 mmol, 1 equiv) in THF (5 ml) at room temperature was added NaH (60% in mineral oil, 64 mg, 1.7 mmol, 1.1 equiv) and the resulting mixture was stirred at room temperature for 2 h. H2O was then added and the resulting mixture was diluted with AcOEt. The two layers were separated and the organic phase dried over MgSO4 and concentrated in vacuo to give 3-bromo-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid methyl ester (D9a) (361 mg, 76%) as a yellow solid. [M−H]-296.3, RT=2.49.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253198B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-72188b3811df4aa691a25f135103fa67 |
| Source note | uspto-grants-2007_08 |