Water → HCID 13518454, compound

HRID 1982086Notes

Reaction equation

HRID 1982086 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[H-].[Na+].[CH3:8][CH:9]([CH2:11][C:12]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([OH:15])[CH2:13]Cl)[CH3:10].O>CN(C=O)C>[CH3:10][CH:9]([CH2:11][C:12]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([OH:15])[CH2:13][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1)[CH3:8]

Participants

6

Reactant 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 13518475HCID 13518475, compound

Product 1

HCID 13518454HCID 13518454, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

1,2,4-Triazole (0.03 mol, 2.07 g) was added portionwise to 100% sodium hydride (0.03 mol, 0.72 g) in dry DMF (30 ml) and stirred at room temperature until the effervescence ceased. 2-Methyl-4-phenyl-5-chloropentan-4-ol (0.01 mol, 2.1 g) in dry DMF (10 ml) was added dropwise at room temperature and then the solution was stirred at 100° for 6 hours. On cooling to room temperature the solution was poured into water to precipitate out a solid which was recrystallised from petroleum (60°-80°)/chloroform giving the title compound (60%) as a white crystalline solid, m.p. 94°-95°.

Workup

  1. stirringthe solution was stirred at 100° for 6 hours
  2. temperatureOn cooling to room temperature the solution
  3. customto precipitate out a solid which
  4. customwas recrystallised from petroleum (60°-80°)/chloroform giving the title compound (60%) as a white crystalline solid, m.p. 94°-95°

Sources & evidence

ORD record
ord-c0e7699b37824ab58f276d6dea258d7d
Source dataset
uspto-grants-1986_06
Patent number
US04595406

Reaction notes

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