1-Benzyl-4-(1-hydroxyethyl)-2-methylimidazole → HCID 178432805, compound

HRID 638223Notes

Reaction equation

HRID 638223 reaction equation
C([N:8]1[CH:12]=[C:11]([CH:13]([OH:15])[CH3:14])[N:10]=[C:9]1[CH3:16])C1C=CC=CC=1.[H][H]>[Pd].CO>[OH:15][CH:13]([C:11]1[N:10]=[C:9]([CH3:16])[NH:8][CH:12]=1)[CH3:14]

Participants

5

Reactant 2

HCID 136062431-Benzyl-4-(1-hydroxyethyl)-2-methylimidazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 178432805HCID 178432805, compoundYield 110.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A Parr shaker was charged with 10.0 g (46.23 mmole) of 1-benzyl-4-(1-hydroxyethyl)-2-methylimidazole, 60 ml of methanol and 2.0 g of 5% palladium-on-carbon (50% water). Hydrogen gas was introduced to 30 psi (2.04 atmospheres), the mixture heated to 50° C. and shaken for 16 hours. It was cooled to 30° C., filtered through diatomaceous earth and the filter cake washed with 10 ml of methanol. Evaporation of the combined filtrate and wash under reduced pressure gave 6.44 g (97% yield) of the title product as an oil.

Workup

  1. temperatureIt was cooled to 30° C.
  2. filtrationfiltered through diatomaceous earth
  3. washthe filter cake washed with 10 ml of methanol
  4. customEvaporation of the combined filtrate
  5. washwash under reduced pressure

Sources & evidence

ORD record
ord-5f0504596b584ab4bf1d09eacae272cc
Source dataset
uspto-grants-1985_12
Patent number
US04560690

Reaction notes

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