Piperidinocarbonitrile → Methyl 1-piperidinecarboximidate

HRID 866327Notes

Reaction equation

HRID 866327 reaction equation
[N:1]1([C:7]#[N:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:9][O-:10].[Na+]>CO>[N:1]1([C:7](=[NH:8])[O:10][CH3:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 73736PiperidinocarbonitrileHCID 10942334Sodium Methoxide

Product 1

HCID 13531140Methyl 1-piperidinecarboximidate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 45.2 g. (0.41 mole) of 1-piperidinecarbonitrile and 11 g. (0.05 mole) of a 25% solution of sodium methoxide in methanol in 200 ml. of methanol is stirred at room temperature under a nitrogen atmosphere for 18 hours. The solvent is evaporated and the residue is taken up in ether. The ether solution is filtered through a small pad of Celite and evaporated to constant weight to give 57.8 g. (99%) of a colorless oil.

Workup

  1. customThe solvent is evaporated
  2. filtrationThe ether solution is filtered through a small pad of Celite
  3. customevaporated to constant weight
  4. customto give 57.8 g

Sources & evidence

ORD record
ord-301e16f75f474e94b14a110a56a19f06
Source dataset
uspto-grants-1978_07
Patent number
US04098791

Reaction notes

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