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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919902Generated: October 30, 2026

Hydrochloric Acid → Tert-butyl 4-[1-(aminomethyl)-2-methoxy-2-oxoethyl]benzoate hydrochloride

https://huagongshe.com/reaction/1919902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTert-butyl 4-(1-cyano-2-methoxy-2-oxoethyl)benzoateHCID 57611881—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductTert-butyl 4-[1-(aminomethyl)-2-methoxy-2-oxoethyl]benzoate hydrochlorideHCID 67496911—

Reaction Steps

To a solution of tert-butyl 4-(1-cyano-2-methoxy-2-oxoethyl)benzoate (3.51 g, 12.8 mmol) in MeOH (120 mL) were added concentrated HCl (2.0 mL) and Pd/C (10% wt, 850 mg). An H2 balloon was attached, and after evacuating and filling with H2 three times, the reaction was stirred at room temperature for 24 h. The black solution was then filtered through Celite and evaporated to give tert-butyl 4-[1-(aminomethyl)-2-methoxy-2-oxoethyl]benzoate hydrochloride as an off-white powder that was carried on without further purification. MS (ESI) calcd [M+H]+ 280.1, found 280.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168658B2
Source datasetuspto-grants-2012_05
ORD IDord-1b0a9ca9e6f3435d88ce821ef1ccfc74
Source noteuspto-grants-2012_05