Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Chloroaniline | HCID 7812 | — |
| Reactant | Propanoic acid, 2-bromo-2-methyl-, ethyl ester | HCID 11745 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 60994470 | HCID 60994470 | 32% |
Reaction Steps
A mixture of 4-chloroaniline (2 g, 15.7 mmol), sodium bicarbonate (1.58 g, 18.8 mmol) and ethyl 2-bromo-2-methylpropanoate (6.12 g, 31.4 mmol) was heated at 140° C. in microwave reactor for 2 h. The reaction was cooled to rt and filtered. The filtrate was concentrated and purified by flash column chromatography using 0-40% EtOAc in heptanes as eluent. The product containing fractions were collected, concentrated, and dried under high vacuum overnight to give ethyl 2-(4-chlorophenylamino)-2-methylpropanoate (1.2 g, 32% yield) as an brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08609664B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-d759e26654f846ff82c0e65dab9d89b3 |
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| Source note | uspto-grants-2013_12 |
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