Hydrochloric Acid → N-Benzyl-N-methylpiperidin-4-amine

HRID 391109Notes

Reaction equation

HRID 391109 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:15])[CH2:10][CH2:9]1)=O)(C)(C)C.CO.Cl>C(Cl)Cl.CCOCC>[CH2:16]([N:14]([CH3:15])[CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 23292008tert-Butyl 4-(benzyl(methyl)amino)piperidine-1-carboxylate

Product 1

HCID 1096081N-Benzyl-N-methylpiperidin-4-amine

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

4-(Benzyl-methyl-amino)-piperidine-1-carboxylic acid tert-butyl ester was dissolved in DCM and methanol and 2.0M HCl in ether was added. After 3 hours the solvent was removed in vacuo and the residue was recrystallised from ethyl acetate/methanol to yield benzyl-methyl-piperidin-4-yl-amine (hydrochloride salt).

Workup

  1. customAfter 3 hours the solvent was removed in vacuo
  2. customthe residue was recrystallised from ethyl acetate/methanol

Sources & evidence

ORD record
ord-4a116e8bac384aaca3af74ef5a9f4778
Source dataset
uspto-grants-2013_02
Patent number
US08383620B2

Reaction notes

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