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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466405Generated: October 25, 2026

Methanol → Methyl 4-(1-aminocyclopropyl)benzoate

https://huagongshe.com/reaction/1466405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHexaneHCID 8058—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant4-(1-Aminocyclopropyl)benzoic acidHCID 45140208—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 4-(1-aminocyclopropyl)benzoateHCID 4514020987%

Reaction Steps

4-(1-aminocyclopropyl)benzoic acid (1.75 g, 0.00988 mol) was stirred in THF (20 mL) and Methanol (10 mL) over ice/water bath. 2.00 M of trimethylsilyldiazomethane in hexane (9.9 mL, 0.020 mol) was added and the mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated down to viscous oil which solidified upon standing to give a crystalline solid. Crude material was dried on high vacuum line for 12 hours to give methyl 4-(1-aminocyclopropyl)benzoate (1.65 g, 87%) as pale brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000024B2
Source datasetuspto-grants-2015_04
ORD IDord-7407d88d941c48b0880db251dbbbc6b4
Source noteuspto-grants-2015_04