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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350832Generated: October 25, 2026

Water → tert-Butyl 2-[2-[2-[N-2-(4-chlorophenoxy)ethylaminocarbonyl]ethyl]phenoxy]2-methylpropionate

https://huagongshe.com/reaction/350832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl 2-bromo-2-methylpropionateHCID 90290—
ReactantN-(4-Chlorophenoxyethyl)-3-(2-hydroxyphenyl)propanamideHCID 21055041—
SolventAcetonitrileHCID 6342—
Producttert-Butyl 2-[2-[2-[N-2-(4-chlorophenoxy)ethylaminocarbonyl]ethyl]phenoxy]2-methylpropionateHCID 21949712—

Reaction Conditions

Temperature70 °C

Reaction Steps

N-(4-Chlorophenoxyethyl)-3-(2-hydroxyphenyl)propanamide (11.6 g, 36.3 mmol) was dissolved in acetonitrile (15 mL), and potassium carbonate (15.0 g, 109 mmol) was added thereto. Subsequently, tert-butyl 2-bromoisobutyrate (20.2 g, 90.7 mmol) was added thereto, followed by stirring for 4 days at 70° C. Subsequently, water was added thereto, and the resultant mixture was extracted with ethyl acetate. The organic layer was washed with brine, and the resultant mixture was subjected to drying over anhydrous sodium sulfate, concentration under reduced pressure, and purification by silica gel chromatography (chloroform/methanol=50/1), whereby the target compound was obtained (7.4 g, 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07183295B2
Source datasetuspto-grants-2007_02
ORD IDord-3ebf7f5748414a10bcb34faedd3a0eda
Source noteuspto-grants-2007_02