HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-(2-Bromoacetyl)-6-nitro-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5,5-Dibromobarbituric acid | HCID 94877 | — |
| Reactant | Methyl 2-acetyl-6-nitrobenzoate | HCID 59644399 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2-Bromoacetyl)-6-nitro-benzoic acid methyl ester | HCID 59644397 | — |
Reaction Steps
The mixture of 2-acetyl-6-nitro-benzoic acid methyl ester (8.20 g, 36.7 mmol, Step C) and 5,5-dibromobarbituric acid (7.35 g, 25.7 mmol) in 200 mL of THF was heated to reflux under N2 for 64 h. The solvents were removed, and the residue was partitioned between EtOAc and Na2CO3(aq). The organic portion was dried over MgSO4, filtered, condensed, and the titled compound was obtained as a white solid after flash column chromatography (5 to 20% of EtOAc in hexanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07320992B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-3016cb3c6a6a48d39e7b9ac70ffe8a63 |
| Source note | uspto-grants-2008_01 |