Back
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

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 numberUS08835682B2
Source datasetuspto-grants-2014_09
ORD IDord-b87a8d1491b24588820b8ef357bfbd7e
Source noteuspto-grants-2014_09