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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1255049Generated: October 30, 2026

Aniline → (4-Methoxy-phenyl)-phenylamino-acetic acid methyl ester

https://huagongshe.com/reaction/1255049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-bromo-2-(4-methoxyphenyl)acetateHCID 10753737—
SolventAcetonitrileHCID 6342—
Product(4-Methoxy-phenyl)-phenylamino-acetic acid methyl esterHCID 1142572365%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455646B2
Source datasetuspto-grants-2013_06
ORD IDord-7bb6675b54a44667a7854488072b407b
Source noteuspto-grants-2013_06