Formaldehyde → HCID 12262270, compound

HRID 1732923Notes

Reaction equation

HRID 1732923 reaction equation
[CH2:1]([C:3]1[NH:4][CH:5]=[C:6]([CH3:8])[N:7]=1)[CH3:2].[CH2:9]=[O:10]>C1(C)C=CC=CC=1>[OH:10][CH2:9][N:4]1[CH:5]=[C:6]([CH3:8])[N:7]=[C:3]1[CH2:1][CH3:2]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 178437635HCID 178437635, compound

Product 1

HCID 12262270HCID 12262270, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

110 g of 2-ethyl-4-methylimidazole are dissolved in 400 ml of toluene at 50° C. 30 g of paraformaldehyde are introduced into this solution, whilst stirring. The mixture is then stirred for 16 hours at 50°-55° C. and is cooled in an icebath, and the crystal slurry is filtered off. The resulting crude product is recrystallized from 300 ml of acetone. 130 g of 1-hydroxymethyl-2-ethyl-4-methylimidazole (corresponding to a yield of 92.9% of theory), of melting point 83.1°-86.3° C., are obtained.

Workup

  1. stirringThe mixture is then stirred for 16 hours at 50°-55° C.
  2. temperatureis cooled in an icebath
  3. filtrationthe crystal slurry is filtered off
  4. customThe resulting crude product is recrystallized from 300 ml of acetone

Sources & evidence

ORD record
ord-721142f160024e8ab029d9e1ab9251fa
Source dataset
uspto-grants-1980_12
Patent number
US04239895

Reaction notes

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