Sodium Hydroxide → 2-Methyl-1H-imidazole-1-ethanol

HRID 2236091Notes

Reaction equation

HRID 2236091 reaction equation
C[O:2][C:3](=O)[CH2:4][N:5]1[CH:9]=[CH:8][N:7]=[C:6]1[CH3:10].[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+].[O-]S([O-])(=O)=O.[Mg+2]>C(OCC)C.O>[CH3:10][C:6]1[N:5]([CH2:4][CH2:3][OH:2])[CH:9]=[CH:8][N:7]=1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 21226445Aluminium lithium hydrideHCID 28940036(2-Methyl-imidazol-1-yl)-acetic acid methyl ester

Product 1

HCID 741692-Methyl-1H-imidazole-1-ethanol

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of (2-methyl-imidazol-1-yl)-acetic acid methyl ester (2.6 g) in diethyl ether (39 ml) is added drop wise to a suspension of LiAlH4 (1.3 g) in 130 ml diethyl ether (130 ml) at 0° C. After 1 hour 1.3 g water, 1.3 g 15% NaOH and 4 g water is added and the slurry stirred for 1 hour. After addition of MgSO4 and filtration the filter cake is washed several times with hot ethyl acetate. After removal of the solvent, the crude product is used without further purification.

Workup

  1. washis washed several times with hot ethyl acetate
  2. customAfter removal of the solvent
  3. customthe crude product is used without further purification

Sources & evidence

ORD record
ord-34ab5af199ca4c3bb50435141aa7bb78
Source dataset
uspto-grants-2010_05
Patent number
US07714135B2

Reaction notes

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