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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869929Generated: October 30, 2026

Diethyl Ether → Cyclopropyl-(3-iodo-benzyl)-methyl-amine

https://huagongshe.com/reaction/1869929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantN-[(3-iodophenyl)methyl]cyclopropanamineHCID 21107262—
SolventAcetoneHCID 180—
ProductCyclopropyl-(3-iodo-benzyl)-methyl-amineHCID 2110726377%

Reaction Steps

A solution of cyclopropyl-(3-iodo-benzyl)-amine (Intermediate 88, 4.1 g, 151 mmol) in acetone (20 mL) was treated with potassium carbonate (2.07 g, 15 mmol) and methyl iodide (1.4 mL, 22.5 mmol) and the resulting reaction mixture was stirred at ambient temperature for 1 h. Diethyl ether was added, the solids were filtered off and filtrate was evaporated to a residue that was subjected to flash column chromatography over silica gel (230-400 mesh) using 10% ethyl acetate in hexane as the eluent to afford the title compound (3.3 g, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638648B2
Source datasetuspto-grants-2009_12
ORD IDord-b3b95d6918b84e9cab2f31d7458c9d89
Source noteuspto-grants-2009_12