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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694922Generated: November 1, 2026

Bromoacetyl bromide → {2-[(2-Bromoacetyl)-(2-methylphenyl)amino]-1,1-dimethylethyl}carbamic acid t-butyl ester

https://huagongshe.com/reaction/1694922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromoacetyl bromideHCID 61147—
ReactantSodium BicarbonateHCID 516892—
Reactant[1,1-Dimethyl-2-(2-methylphenylamino)ethyl]carbamic acid t-butyl esterHCID 66645699—
SolventDimethylacetamideHCID 31374—
Product{2-[(2-Bromoacetyl)-(2-methylphenyl)amino]-1,1-dimethylethyl}carbamic acid t-butyl esterHCID 6664591093.3%

Reaction Steps

1.12 ml of bromoacetyl bromide (12.9 mmol) was added to a solution of 2.4 g of [1,1-dimethyl-2-(2-methylphenylamino)ethyl]carbamic acid t-butyl ester obtained in Example (51a) (8.62 mmol) in N,N-dimethylacetamide (85 ml) under ice-cooling, and the mixture was stirred at the same temperature for 10 minutes. A saturated sodium bicarbonate aqueous solution was added to the reaction mixture, followed by extraction with ethyl acetate. Then, the organic layer was washed with water and brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure. Hexane was added to the residue, and the solid was collected by filtration to obtain 3.21 g of the title compound (yield: 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158790B2
Source datasetuspto-grants-2012_04
ORD IDord-00c3db40628a43f29a5540398d69111e
Source noteuspto-grants-2012_04