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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76154Generated: October 28, 2026

Methyl iodide → 4-Iodo-α-(methoxymethyl)benzeneethanamine

https://huagongshe.com/reaction/76154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant2-Amino-3-(4-iodophenyl)propan-1-OLHCID 21713018—
SolventTetrahydrofuranHCID 8028—
Product4-Iodo-α-(methoxymethyl)benzeneethanamineHCID 65478322—

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 12.0 g (43.3 mmol) 2-amino-3-(4-iodophenyl)-propan-1-ol (I41) and 350 mL THF is cooled down to 0° C. 3.81 g (95 mmol) NAH (60% in min. oil) are carefully added and the mixture is stirred at 0° C. for 30 min. 3.25 mL (52.0 mmol) iodomethane are added and cooling is removed. The reaction mixture is stirred at r.t. for 1 h. The mixture is poured onto water and extracted with EtOAc (2×). The combined organic layers are washed with brine, dried with Na2SO4 and the solvent is removed in vacuo. The compound is used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835472B2
Source datasetuspto-grants-2014_09
ORD IDord-3eb18557454a4f82bcb5a98ee192ea61
Source noteuspto-grants-2014_09