Water → 2-Methyl-1H-imidazole-1-ethanol

HRID 18688Notes

Reaction equation

HRID 18688 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].O.[OH-].[Na+]>C(OCC)C>[CH3:10][C:6]1[N:5]([CH2:4][CH2:3][OH:2])[CH:9]=[CH:8][N:7]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 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 1

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 MgSO,4;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. filtrationand filtration the filter cake
  2. washis washed several times with hot ethyl acetate
  3. customAfter removal of the solvent
  4. customthe crude product is used without further purification

Sources & evidence

ORD record
ord-d42442159223429f857b06072fc1db1b
Source dataset
uspto-grants-2010_06
Patent number
US07741488B2

Reaction notes

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