Methanol → 1-Benzyl-piperidine-4-carboximidic acid methyl ester hydrochloride

HRID 419710Notes

Reaction equation

HRID 419710 reaction equation
[ClH:1].[CH2:2]([N:9]1[CH2:14][CH2:13][CH:12]([C:15]#[N:16])[CH2:11][CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:17][OH:18]>>[ClH:1].[CH3:17][O:18][C:15]([CH:12]1[CH2:13][CH2:14][N:9]([CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[CH2:10][CH2:11]1)=[NH:16]

Participants

3

Reactant 2

HCID 887MethanolHCID 666502341-Benzylpiperidine-4-carbonitrile hydrochloride

Product 1

HCID 666500581-Benzyl-piperidine-4-carboximidic acid methyl ester hydrochlorideYield 113%

Procedure

Dissolve 1-Benzyl-piperidine-4-carbonitrile hydrochloride (1.00 equiv; 57.3 mmoles; 13.57 g) in 75 mL MeOH and cool in ice bath. Saturate with HCl gas for 25 minutes, then remove ice bath and stir for 3 hours. Evaporate under reduced pressure to give 17.47 g (65.0 mmol, 113%) 1-benzyl-piperidine-4-carboximidic acid methyl ester hydrochloride.

Workup

  1. temperaturecool in ice bath
  2. concentrationSaturate with HCl gas for 25 minutes
  3. customEvaporate under reduced pressure

Sources & evidence

ORD record
ord-71e51212e9114125b3b6a0d3e8132c5c
Source dataset
uspto-grants-2012_01
Patent number
US08093383B2

Reaction notes

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