Piperidine → 1-(Prop-2-yn-1-yl)piperidine

HRID 6789

Reaction equation

HRID 6789 reaction equation
[CH2:1](Cl)[C:2]#[CH:3].[NH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1>CO>[CH2:1]([N:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)[C:2]#[CH:3]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 122213-Chloro-1-propyne

Product 1

HCID 3366521-(Prop-2-yn-1-yl)piperidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

With stirring, a solution of 2-propynyl chloride (40.31 g) in dry methanol (50 ml) was added dropwise to a solution of piperidine (92.14 g) in dry methanol (100 ml). The mixture was stirred at 25° C. for 3 hours and then filtered. The filtrate was concentrated under reduced pressure and the residue was distilled (boiling point: 163–165° C./atmospheric pressure).

Workup

  1. stirringThe mixture was stirred at 25° C. for 3 hours
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. distillationthe residue was distilled (boiling point: 163–165° C./atmospheric pressure)

Sources & evidence

ORD record
ord-6115213f3bde4e5a9ca0fe44acf19734
Source dataset
uspto-grants-2006_08
Patent number
US07084158B2

Linked notes

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