Piperidine → Piperidine, 1-(isocyanoacetyl)-

HRID 2395808Notes

Reaction equation

HRID 2395808 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N+:7]([CH2:9][C:10](OCC)=[O:11])#[C-:8]>CO>[N+:7]([CH2:9][C:10]([N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:11])#[C-:8]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 533707Ethyl isocyanoacetate

Product 1

HCID 6455474Piperidine, 1-(isocyanoacetyl)-Yield 95.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

48.7 g (570 mmol) of dry piperidine were added to 25.8 g (228 mmol) of ethyl isocyanoacetate in 200 ml of dry methanol, and the mixture was stirred at room temperature overnight. It was subsequently evaporated to dryness and crystallized from ether/isopropanol to give 33 g (=95% of theory) of pure N-isocyanoacetylpiperidine as beige solid.

Workup

  1. customIt was subsequently evaporated to dryness
  2. customcrystallized from ether/isopropanol

Sources & evidence

ORD record
ord-edb9feef5a95489494157327b3bd2fbb
Source dataset
uspto-grants-1996_02
Patent number
US05489583

Reaction notes

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