HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Ethyl 2-[(4-bromo-3,5-dimethyl-phenyl)amino]-2-methyl-propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Bromo-3,5-dimethylaniline | HCID 12383117 | — |
| Reactant | 2-Bromo-2-methylpentanoic acid | HCID 21915893 | — |
| Product | Ethyl 2-[(4-bromo-3,5-dimethyl-phenyl)amino]-2-methyl-propanoate | HCID 66818529 | 29% |
Reaction Steps
Ethyl-2-bromoisobutyric acid (3.7 ml, 24.99 mmol) and sodium bicarbonate (630 mg, 7.49 mmol) were added to 4-bromo-3,5-dimethyl-aniline (500 mg, 2.49 mmol), and the mixture was irradiated with microwaves at 130° C. for 15 minutes. The reaction mixture was diluted with ethyl acetate, and the organic layer was sequentially washed with water and saturated brine and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give ethyl 2-[(4-bromo-3,5-dimethyl-phenyl)amino]-2-methyl-propanoate (230 mg, 29%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169254B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-af07f6c631204295bde8a89d1d35aab7 |
| Source note | uspto-grants-2015_10 |