Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694939Generated: October 30, 2026

Ammonium Chloride → HCID 66645797, compound

https://huagongshe.com/reaction/1694939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 66645692HCID 66645692—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66645797HCID 6664579747.1%

Reaction Steps

A solution of 1.7 g of potassium t-butoxide (15.1 mmol) in tetrahydrofuran (100 ml) was added to a solution of 4.2 g of {2-[(2-bromoacetyl)-(3-fluoro-2-methylphenyl)amino]-1,1-dimethylethyl}carbamic acid t-butyl ester obtained in Example (67b) (10.1 mmol) in tetrahydrofuran (100 ml) under a nitrogen atmosphere and under cooling in a dry ice-acetone bath over 30 minutes, and the mixture was stirred at the same temperature for 10 minutes. A saturated ammonium chloride aqueous solution was added to the reaction mixture. The mixture was returned to room temperature and diluted with water, followed by extraction with ethyl acetate. Then, the organic layer was dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (elution solvent:methylene chloride/ethyl acetate=5/1) to obtain 1.6 g of the title compound (yield: 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158790B2
Source datasetuspto-grants-2012_04
ORD IDord-81c45682b9414e32a8ed27d56178777e
Source noteuspto-grants-2012_04