Formaldehyde → HCID 59711806, compound

HRID 1747056Notes

Reaction equation

HRID 1747056 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][N:4]=[CH:3]1.[CH2:11]=[O:12]>CO>[OH:12][CH2:11][C:3]1[N:2]([CH3:1])[C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][N:4]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 2736896METHYL 1-METHYL-1H-IMIDAZOLE-5-CARBOXYLATE

Product 1

HCID 59711806HCID 59711806, compoundYield 65.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 5 g of methyl 1-methyl-1H-imidazole-5-carboxylate and 22.5 g of paraformaldehyde in 50 ml of methanol was heated at 140° C. for 60 hours under a sealed tube condition. The precipitate was removed by filtration and the solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:chloroform-methanol) to obtain 4 g of methyl 2-(hydroxymethyl)-1-methyl-1H-imidazole-5-carboxylate as a white solid.

Workup

  1. customThe precipitate was removed by filtration
  2. concentrationthe solution was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (eluent:chloroform-methanol)

Sources & evidence

ORD record
ord-20f874b3f0bb4f3b9dd62864ca6ba030
Source dataset
uspto-grants-2015_10
Patent number
US09150541B2

Reaction notes

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