Butyl iodide → HCID 20031349, compound

HRID 232302Notes

Reaction equation

HRID 232302 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]([C:8]#[N:9])[CH2:2]1.I[CH2:11][CH2:12][CH2:13][CH3:14]>C(#N)C>[CH2:11]([N:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]([C:8]#[N:9])[CH2:2]1)[CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 10962Butyl iodideHCID 13498182HCID 13498182, compound

Product 1

HCID 20031349HCID 20031349, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 50 mL of acetonitrile is added 1 g (8.0 mmol) of hexahydro-1H-azepine-3-carbonitrile and 2.7 g (15 mmol) of iodobutane. Heat the reaction under reflux and monitor the reaction by thin-layer chromatography. Upon completion remove the solvent in vacuo and add 50 mL sat. sodium bicarbonate and 50 mL methylene chloride. Separate the organic layer and dry over Na2SO4. Filter off the drying agent and remove the solvent in vacuo to obtain the title compound.

Workup

  1. temperatureHeat
  2. customthe reaction
  3. temperatureunder reflux
  4. customthe reaction by thin-layer chromatography
  5. customUpon completion remove the solvent in vacuo
  6. additionadd 50 mL sat. sodium bicarbonate and 50 mL methylene chloride
  7. customSeparate the organic layer
  8. dry with materialdry over Na2SO4
  9. filtrationFilter off the drying agent
  10. customremove the solvent in vacuo

Sources & evidence

ORD record
ord-80e0c4ba2f7e491a9d970aac7c67dcad
Source dataset
uspto-grants-1989_07
Patent number
US04851526

Reaction notes

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