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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275839Generated: October 25, 2026

Water → 2-Amino-3'-tert-butoxycarbonylaminomethyl-5-isobutyloxy-benzophenone

https://huagongshe.com/reaction/275839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactanttert-Butyl 3-bromobenzylcarbamateHCID 11033439—
ReactantN-methyl-N-methyloxy-2-amino-5-isobutyloxybenzamideHCID 18315340—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-Amino-3'-tert-butoxycarbonylaminomethyl-5-isobutyloxy-benzophenoneHCID 18315365—

Reaction Conditions

Temperature-78 °C

Reaction Steps

N-Methyl-N-methyloxy-2-amino-5-isobutyloxybenzamide (0.6 g) and N-tert-butoxycarbonyl 3-bromobenzylamine (0.76 g) were dissolved in tetrahydrofuran (18 ml). The solution was cooled to −78° C., to which was added dropwise, while stirring, 9 ml of a hexanoic solution of n-butyl lithium (1.6 mol./L) over 20 minutes. To the reaction mixture were added water (50 ml) and ethyl acetate (50 ml). The organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off. The residue was purified by means of a silica gel column chromatography to give 2-amino-3′-tert-butoxycarbonylaminomethyl-5-isobutyloxy-benzophenone as a yellow oily product (0.38 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06352982B1
Source datasetuspto-grants-2002_03
ORD IDord-ff266e9dc2af472cad01c4d375996807
Source noteuspto-grants-2002_03