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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 236759Generated: October 29, 2026

Diethyl Ether → N-(2,6-dimethylphenyl)-1-methyl-4-piperidinamine

https://huagongshe.com/reaction/236759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 23338990HCID 23338990—
SolventWaterHCID 962—
ProductN-(2,6-dimethylphenyl)-1-methyl-4-piperidinamineHCID 23339018—

Reaction Conditions

Temperature5 °C

Reaction Steps

To a stirred and refluxing suspension of 2 parts of lithium aluminiumhydride in 120 parts of 1,1'-oxybisethane is added dropwise a solution of 13 parts of ethyl 4-[N-(2,6-dimethylphenyl)amino]-1-piperidinecarboxylate in 40 parts of 1,1'-oxybisethane. After the addition is complete, stirring and refluxing is continued for 20 hours. The reaction mixture is cooled to 5° C. and 7 parts of water are added. The formed precipitate is filtered off, washed on the filter with 1,1'-oxybisethane and the filtrate is evaporated. The oily residue is distilled, yielding 5.8 parts of N-(2,6-dimethylphenyl)-1-methyl-4-piperidinamine; bp. 90°-93° C. at 0.003 mm. pressure. On standing the distillate solidifies, to yield solid N-(2,6-dimethylphenyl)-1-methyl-4-piperidinamine with a melting point of 45° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04157393
Source datasetuspto-grants-1979_06
ORD IDord-f1b4f966aaae41a8b4793017ccade9b0
Source noteuspto-grants-1979_06