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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1296772Generated: October 30, 2026

Phthalimide potassium salt → tert-Butyl 4-(aminomethyl)-3-nitrobenzylcarbamate

https://huagongshe.com/reaction/1296772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimide potassium saltHCID 24194345—
Reactanttert-Butyl 4-(bromomethyl)-3-nitrobenzylcarbamateHCID 86595904—
CatalystPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl 4-(aminomethyl)-3-nitrobenzylcarbamateHCID 86595905118.9%

Reaction Steps

A mixture of compound 65b (1.08 g, 3.11 mmol) and potassium phthalimide (0.634 g) in DMF (10 mL) was stirred at rt overnight. Additional potassium phthalimide (0.063 g) was added and stirring was continued for 4 h. The reaction was diluted with ethyl acetate, washed with water and brine, dried, and concentrated. The residue was dissolved in ethanol (20 mL) and hydrazine (0.34 mL) was added. The reaction mixture was refluxed for 1 h, and then cooled and filtered. The filtrate was concentrated to give compound 65c (1.04 g). ESI-MS m/e 282 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07247654B2
Source datasetuspto-grants-2007_07
ORD IDord-cde67d81a6e84964a97abe9aff560c90
Source noteuspto-grants-2007_07