HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → HCID 58589656, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Methyl 2-oxo-2,3-dihydro-1H-indole-4-carboxylate | HCID 18671947 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | 2-Methylpropan-2-olate | HCID 4574913 | — |
| Product | HCID 58589656 | HCID 58589656 | 98% |
Reaction Steps
2,3-Dihydro-2-oxo-1H-indole-4-carboxylic acid, methyl ester, (C. A. Grob and 0. Weissbach, Hely. Chim. Acta, vol. 44, p. 1736, 1961) (2 g, 11.4 mmol) was dissolved in t-butylhydroxide (120 mL) containing 0.5 mL of water. Pyridine.hydrogen bromide.bromine (14.6 g, 45.7 mmol) was added and the mixture was stirred at room temperature for 16 hours. The reaction was quenched by the addition of water and the t-butylhydroxide was distilled off. The resulting residue was partitioned between water and ethyl acetate, and the ethyl acetate was dried with magnesium sulfate, filtered and concentrated in vacuo to yield the title compound (3.92 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06117885 |
| Source dataset | uspto-grants-2000_09 |
| ORD ID | ord-bf4c26377a9e45e1bbeaea5cf51677bd |
| Source note | uspto-grants-2000_09 |