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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503833Generated: October 27, 2026

Sodium Bicarbonate → Tert-Butyl 4-(4-Amino-2-Chlorophenyl)Piperazine-1-Carboxylate

https://huagongshe.com/reaction/1503833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantTert-butyl 4-(2-chloro-4-nitrophenyl)piperazine-1-carboxylateHCID 18783805—
ReactantMeOH tetrahydrofuranHCID 21899815—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
ProductTert-Butyl 4-(4-Amino-2-Chlorophenyl)Piperazine-1-CarboxylateHCID 18783766—

Reaction Steps

To a solution of the product of Example 18A (1.5 g, 4.4 mmol) in 1:1 tetrahydrofuran/methanol (80 mL) at ambient temperature was slowly added zinc power (1.43 g, 22 mmol) and acetic acid (5 mL). The mixture was stirred for 1 hour, and saturated aqueous sodium hydrogen carbonate solution was added. The mixture was stirred for 1 hour and filtered, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography on silica gel eluting with 5/1 petroleum ether/ethyl acetate to give title compound. MS: 312 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212192B2
Source datasetuspto-grants-2015_12
ORD IDord-87eb4341f5dd46bf9f8137cf8654aa52
Source noteuspto-grants-2015_12