1-Propanol → HCID 10569117, compound

HRID 1655356Notes

Reaction equation

HRID 1655356 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[NH:17][N:16]=[N:15][N:14]=2)=[CH:9][CH:8]=1.C(O)CC.[OH-].[K+].[Br-].[C:28](#[N:31])[CH2:29][CH3:30]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[N:14]=[N:15][N:16]([CH2:30][CH2:29][C:28]#[N:31])[N:17]=2)=[CH:11][CH:12]=1

Participants

5

Reactant 4

HCID 10311-PropanolHCID 14797Potassium HydroxideHCID 19792087HCID 19792087, compoundHCID 178478115HCID 178478115, compound

Product 1

HCID 10569117HCID 10569117, compound

Procedure

To a solution made tepid of 10-2 mole of 5-[4-(3-chloro benzyloxy) phenyl] tetrazole in 60 ml of n-propanol containing 10-2 mole of KOH, 1.2×10-2 mole of propionitrile bromide (IIa) is added and the reaction mixture is heated to reflux for 25 hours. After concentration by evaporating the solvent, the residue is taken up in ether, the etherated solution is washed twice with 20 ml of 0.5N aqueous NaOH, then with water, dried and concentrated. After recrystallization in methanol, the expected compound is obtained.

Workup

  1. additionis added
  2. temperaturethe reaction mixture is heated
  3. temperatureto reflux for 25 hours
  4. concentrationAfter concentration
  5. customby evaporating the solvent
  6. washthe etherated solution is washed twice with 20 ml of 0.5N aqueous NaOH
  7. dry with materialwith water, dried
  8. concentrationconcentrated
  9. customAfter recrystallization in methanol

Sources & evidence

ORD record
ord-520ee522a06c4a609678aa4fdc95c11d
Source dataset
uspto-grants-1993_10
Patent number
US05250551

Reaction notes

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