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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576472Generated: October 30, 2026

1-Iodo-N,N-dimethylmethanamine → 1,2-Bis(dimethylaminomethyl)ferrocene

https://huagongshe.com/reaction/576472

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Iodo-N,N-dimethylmethanamineHCID 11171399—
Reactantcyclopenta-1,3-diene;1-cyclopenta-2,4-dien-1-yl-N,N-dimethylmethanamine;iron(2+)HCID 15764045—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
Product1,2-Bis(dimethylaminomethyl)ferroceneHCID 131727266—

Reaction Conditions

Temperature-70 °C

Reaction Steps

n-Butyllithium (Aldrich, 2.5 molar in hexane, 24 ml, 54 mmol) is added to a solution of (dimethylaminomethyl)ferrocene (Aldrich, 13.13 g, 10.69 ml, 48.97 mmol) in diethyl ether (80 ml) under nitrogen at a temperature of 25° C. and the reaction mixture stirred for 4 hours. The resulting red solution is then cooled to approximately −70° C. in a dry ice/acetone bath and Eschenmosers salt (ICH2NMe2)(Aldrich, 10 g, 54 mmol) is added. The reaction is allowed to warm to room temperature and stirred overnight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040445B2
Source datasetuspto-grants-2015_05
ORD IDord-ef7b3a3910b1408582f57406007b65c7
Source noteuspto-grants-2015_05