HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → Ethyl 3-bromo-5-(2-oxo-1-pyrrolidinyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoate | HCID 69312186 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 3-bromo-5-(2-oxo-1-pyrrolidinyl)benzoate | HCID 69310922 | 82% |
Reaction Steps
Sodium hydride, 60% suspension in oil (186 mg, 4.65 mmol) was added portionwise over 2 mins to a solution of ethyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoate (1.35 g, 3.87 mmol) in dry THF (50 ml) under nitrogen. The reaction mixture was stirred at room temperature for 2 hours. The reaction was quenched by the careful addition of water (25 ml). Diethyl ether (50 ml) was added. The organic phase was washed with water, dried and evaporated to give the title compound as a yellow solid (990 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446222B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-9e48a4e796894b0e8085b0dec450e126 |
| Source note | uspto-grants-2008_11 |