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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215177Generated: October 25, 2026

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

https://huagongshe.com/reaction/2215177

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 numberUS07109226B2
Source datasetuspto-grants-2006_09
ORD IDord-0fc906d8303a4789af5997418f6db850
Source noteuspto-grants-2006_09