Hydrochloric Acid → HCID 178478463, compound

HRID 863739

Reaction equation

HRID 863739 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]#[N:7].[N-:8]=[N+:9]=[N-:10].[Na+].[Cl-].[Al+3].[Cl-].[Cl-].Cl>O1CCCC1.CCCCC>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[NH:10][N:9]=[N:8][N:7]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 33557Sodium AzideHCID 804745-ChlorovaleronitrileHCID 6451240Aluminum(III) Chloride

Product 1

HCID 178478463HCID 178478463, compound

Reagents, catalysts & solvents 2

HCID 8003PentaneSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

100mmol of 5-chlorovaleronitrile are placed under an inert atmosphere in 100 ml of anhydrous tetrahydrofuran on an ice bath. 445 mmol of sodium azide and then 100 mmol of aluminum chloride are then added in small fractions. The reaction mixture is heated to 80° C. and left under reflux, with stirring, for 16 hours. The complex formed is then hydrolyzed by addition, dropwise, of 150 cm3 of 5% hydrochloric acid. The resulting aqueous phase is extracted with ethyl acetate and after washing the organic phase with water, then with a saturated sodium chloride solution, drying and evaporation, the residue obtained is taken up in pentane. The expected product is then obtained after filtration of the precipitate formed.

Workup

  1. waitleft
  2. temperatureunder reflux
  3. customThe complex formed
  4. additionis then hydrolyzed by addition
  5. extractionThe resulting aqueous phase is extracted with ethyl acetate
  6. washafter washing the organic phase with water
  7. dry with materialwith a saturated sodium chloride solution, drying
  8. customevaporation
  9. customthe residue obtained

Sources & evidence

ORD record
ord-7c5079c0fe654c1b83febdf8eee3497c
Source dataset
uspto-grants-1996_10
Patent number
US05561113

Linked notes

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