Formaldehyde → 2-(Piperidin-1-ylmethyl)prop-2-enenitrile

HRID 616428Notes

Reaction equation

HRID 616428 reaction equation
[CH2:1]=O.[C:3]([CH2:5][C:6](O)=O)#[N:4].[NH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1>O>[N:9]1([CH2:1][C:5](=[CH2:6])[C:3]#[N:4])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8082PiperidineHCID 9740Cyanoacetic acid

Product 1

HCID 27768462-(Piperidin-1-ylmethyl)prop-2-enenitrile

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Formaldehyde (75 ml of 40% solution) was added to a stirred solution of cyanacetic acid (43g) and piperidine (85g) in water at 15° C. The solution was stirred for 1 hour at room temperature and then boiled under reflux for 2 hours. On cooling the reaction mixture separated into two layers, the top layer was separated and distilled to give a colourless oil, boiling point 117°-118° C 0.5mm.

Workup

  1. temperatureunder reflux for 2 hours
  2. temperatureOn cooling the reaction mixture
  3. customseparated into two layers
  4. customthe top layer was separated
  5. distillationdistilled
  6. customto give a colourless oil, boiling point 117°-118° C 0.5mm

Sources & evidence

ORD record
ord-d20a6c5b461248b58ca0e08fde2c9bd7
Source dataset
uspto-grants-1978_02
Patent number
US04074051

Reaction notes

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