HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → Methyl 2-(3-methoxy-4-nitrophenyl)-5-methyl-1,3-oxazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Methyl 2-(3-methoxy-4-nitrophenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carboxylate | HCID 67548884 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | Methyl 2-(3-methoxy-4-nitrophenyl)-5-methyl-1,3-oxazole-4-carboxylate | HCID 68405823 | 51.6% |
Reaction Steps
The same operation as in Example (96a) was performed using methyl 2-(3-methoxy-4-nitrophenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carboxylate obtained in Example (105b) (3.6 g, 12.2 mmol), α,α-bisisobutyronitrile (99 mg, 0.6 mmol), N-bromosuccinimide (2.40 g, 13.5 mmol) and benzene (50 mL). Purification by silica gel column chromatography (elution solvent: chloroform/methanol=99/1, 98/2, 96/4, 94/6) gave 1.84 g of the title compound as a light yellow solid (51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-4291d4d99ba6472ca8407c18fb71ae41 |
| Source note | uspto-grants-2013_09 |