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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520409Generated: October 28, 2026

Nitrogen → 4-Methylenecyclohexylmethanol

https://huagongshe.com/reaction/520409

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantEthyl 4-methylidenecyclohexane-1-carboxylateHCID 15151435—
ReactantAluminium lithium hydrideHCID 21226445—
SolventDiethyl EtherHCID 3283—
Product4-MethylenecyclohexylmethanolHCID 13860—

Reaction Steps

To a solution of ethyl 4-methylenecyclohexanecarboxylate (2 g, 11.89 mmol) in ether (40 mL) was added LAH (0.5 g, 13.17 mmol) portionwise under N2. The reaction mixture was refluxed for 1 h and was quenched by addition of 1 mL of EtOAc carefully and refluxed for 10 min. The reaction mixture was cooled down and added 3 mL of 1 N NaOH and stirred for 5 min, filtered off the solid and washed with ether. The filtration was washed with water, brine, dried (MgSO4), and removed the solvent to afford (4-methylenecyclohexyl)methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326973B2
Source datasetuspto-grants-2016_05
ORD IDord-a0061a12dab140388fdef6b0e824013a
Source noteuspto-grants-2016_05