Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Alanine, 2-methyl-, ethyl ester | HCID 70683 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Bromophenylacetyl chloride | HCID 598182 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22375580 | HCID 22375580 | 41.4% |
Reaction Steps
Triethylamine (11 g) was added suspension of ethyl aminoisobutyrate (7.5 g) in acetonitrile (80 mL) cooled to 0° C., and to the mixture was slowly added dropwise a solution of α-bromophenylacetyl chloride (11 g) in acetonitrile (20 mL). After the addition was completed, the solution was warmed to room temperature, and stirred overnight. The reaction solution was poured into a sodium hydrogencarbonate aqueous solution and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure, and then the resulting crude product was washed with diisopropyl ether to give 6.4 g of ethyl 2-(α-bromophenylacetylamino)isobutyrate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05977027 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-8659b29ce40e4771a113d05802067cff |
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| Source note | uspto-grants-1999_11 |
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