HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77016Generated: October 26, 2026
Aniline → (4-Methoxy-phenyl)-phenylamino-acetic acid methyl ester
https://huagongshe.com/reaction/77016
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-bromo-2-(4-methoxyphenyl)acetate | HCID 10753737 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (4-Methoxy-phenyl)-phenylamino-acetic acid methyl ester | HCID 11425723 | 65% |
Reaction Steps
Methyl 2-bromo-2-(4-methoxyphenyl)acetate (1.10 g, 4.25 mmol), DIPEA (0.89 mL, 5.09 mmol), and aniline (0.43 mL, 4.67 mmol) are dissolved in acetonitrile (12 mL). The reaction is heated for 18 minutes at 100° C. under microwave irradiation. Acetonitrile is evaporated and the residue is diluted with DCM and washed with water and brine, dried over Na2SO4, filtered and evaporated to dryness. The crude is purified by flash chromatography (Petroleum Ether/EtOAc=9/1) to give intermediate I139 as a yellow oil (745 mg, 65% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08835682B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-b87a8d1491b24588820b8ef357bfbd7e |
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| Source note | uspto-grants-2014_09 |
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