HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66777974, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Bromo-2-nitroaniline | HCID 70132 | — |
| Reactant | Methyl 8-chloro-8-oxooctanoate | HCID 4586585 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66777974 | HCID 66777974 | 81.2% |
Reaction Steps
To a solution of methyl 8-chloro-8-oxooctanoate (229 mg, 1.11 mmol) in DMF at 0° C. was added a solution of 4-bromo-2-nitroaniline (200 mg, 0.922 mmol) and triethylamine (0.37 mL, 2.77 mmol) in DMF drop-wise. The reaction was stirred overnight at room temperature, diluted with ethyl acetate and washed with 1 N HCl, saturated sodium bicarbonate solution and brine. The separated organic layer was concentrated and purified by biotage column chromatography to give methyl 8-(4-bromo-2-nitrophenylamino)-8-oxooctanoate (290 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987468B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-2c2e60004d7a47e4aa128f640c755499 |
| Source note | uspto-grants-2015_03 |