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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747735Generated: October 29, 2026

Dimethylformamide → t-butyl [(1R)-2-(3-cyanophenoxy)-1-(4-iodobenzyl)ethyl]carbamate

https://huagongshe.com/reaction/747735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant3-CyanophenolHCID 13394—
Reactantt-butyl [(1R)-2-chloro-1-(4-iodobenzyl)ethyl]carbamateHCID 86760709—
SolventWaterHCID 962—
Productt-butyl [(1R)-2-(3-cyanophenoxy)-1-(4-iodobenzyl)ethyl]carbamateHCID 86760710—

Reaction Conditions

Temperature70 °C

Reaction Steps

724 mg (6.08 mmol) of 3-cyanophenol and 1.12 g (8.1 mmol) of potassium carbonate were added to 1.6 g (0.60 mmol) of t-butyl [(1R)-2-chloro-1-(4-iodobenzyl)ethyl]carbamate and 25 ml of dimethylformamide, and they were stirred at 70° C. for 55 hours. The reaction liquid was diluted with water. After extraction with ethyl acetate, the organic layer was successively washed with water and saturated aqueous NaCl solution. The solvent was evaporated, and the residue was purified by the silica gel column chromatography to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396844B1
Source datasetuspto-grants-2008_07
ORD IDord-ead6881ae7e9418bbf9d9b7f2931aebd
Source noteuspto-grants-2008_07