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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60246Generated: October 29, 2026

Trifluoroacetic acid → 1-Ethyl-N-methyl-4-piperidinamine

https://huagongshe.com/reaction/60246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 58365208HCID 58365208—
SolventDichloromethaneHCID 6344—
Product1-Ethyl-N-methyl-4-piperidinamineHCID 1677047194%

Reaction Steps

To a solution of (1-ethylpiperidin-4-yl)-methylcarbamic acid tert-butyl ester (1.65 g, 6.8 mmol) in dichloromethane (15 mL) was added TFA (5 mL). After 1 hour at ambient temperature the reaction mixture was concentrated in-vacuo and the residue loaded onto a 70 g SCX-2 cartridge which was washed with methanol, then 2N ammonia in methanol. Concentration of the combined basic fractions in-vacuo afforded the title compound as an orange oil (900 mg, 94%). 1H NMR (300 MHz, CD3OD): 2.95 (d, J=11.6 Hz, 2H), 2.48-2.36 (m, 3H), 2.35 (s, 3H), 1.96-1.95 (m, 4H), 1.40-1.38 (m, 2H), 1.09 (t, J=7.2 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440976B2
Source datasetuspto-grants-2016_09
ORD IDord-81e769a96e9c46eb99842abda97f47df
Source noteuspto-grants-2016_09