Sodium Hydroxide → 4-[1-(1-Imidazolyl)-butyl]-benzyl alcohol

HRID 727846Notes

Reaction equation

HRID 727846 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)[CH2:11][CH2:12][CH3:13])=[CH:6][CH:5]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O1CCCC1>[N:14]1([CH:10]([C:7]2[CH:6]=[CH:5][C:4]([CH2:3][OH:2])=[CH:9][CH:8]=2)[CH2:11][CH2:12][CH3:13])[CH:18]=[CH:17][N:16]=[CH:15]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 145143744-[1-(1-Imidazolyl)-butyl]-benzoic acid methyl esterHCID 21226445Aluminium lithium hydride

Product 1

HCID 145143764-[1-(1-Imidazolyl)-butyl]-benzyl alcoholYield 67.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.0 g of benzoic acid methyl ester of example 1 is dissolved in 15 ml of tetrahydrofuran and mixed with 0.15 g (3.9 mmol) of lithium aluminum hydride and left at room temperature for 1 hour. The reaction solution is mixed with 50% sodium hydroxide solution and the organic phase is decanted. The organic phase is concentrated by evaporation in a vacuum and distilled on a bulb tube, boiling point 200° C./0.03 mbar. 0.6 g of 4-[1-(1-imidazolyl)-butyl]-benzyl alcohol is obtained.

Workup

  1. customthe organic phase is decanted
  2. concentrationThe organic phase is concentrated by evaporation in a vacuum
  3. distillationdistilled on a bulb tube

Sources & evidence

ORD record
ord-eeb44f335fc64700b49c974612552767
Source dataset
uspto-grants-1991_09
Patent number
US05045558

Reaction notes

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