Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1861971Generated: October 30, 2026

Hydrochloric Acid → N-(1-(5-amino-2-benzyloxyphenyl)-1-methylethyl)carbamic acid t-butyl ester

https://huagongshe.com/reaction/1861971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium borohydrideHCID 4311764—
ReactantN-(1-(2-benzyloxy-5-nitrophenyl)-1-methylethyl)carbamic acid t-butyl esterHCID 22981078—
CatalystDichloronickel;hexahydrateHCID 11791229—
SolventMethanolHCID 887—
SolventChloroformHCID 6212—
ProductN-(1-(5-amino-2-benzyloxyphenyl)-1-methylethyl)carbamic acid t-butyl esterHCID 2298112594.3%

Reaction Steps

To a mixture of the compound (100 mg) obtained in Example 565, nickel (II) chloride hexahydrate (123 mg) and methanol (6 ml), sodium borohydride (39 mg) was added. The reaction mixture was stirred at room temperature for 10 min; then, 2 N HCl was added and a saturated aqueous sodium bicarbonate solution and chloroform were also added. The organic layer was washed with a saturated aqueous sodium chloride solution, dried with anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=3:2) to give 87 mg of the titled compound (yield, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06534546B1
Source datasetuspto-grants-2003_03
ORD IDord-7f84a9a7e5e84b4aa5ba1b129490f017
Source noteuspto-grants-2003_03