Imidazole → 1-(diethoxymethyl)-1H-imidazole

HRID 399467Notes

Reaction equation

HRID 399467 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[CH:6](OCC)([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH2:8]([O:7][CH:6]([O:10][CH2:11][CH3:12])[N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)[CH3:9]

Participants

4

Reactant 3

HCID 795ImidazoleHCID 6101p-Toluenesulfonic acidHCID 31214Ethyl orthoformate

Product 1

HCID 38495351-(diethoxymethyl)-1H-imidazole

Conditions

Temperature
130 °C

Procedure

A mixture of imidazole (12.81 g), triethyl orthoformate (133 ml) and 4-toluenesulphonic acid (1 g) was stirred and heated to 130° C. for 3 hours. The mixture was stored at ambient temperature for 16 hours. The triethyl orthoformate was evaporated and the residue was distilled under vacuum to give imidazole-l-carboxaldehyde diethyl acetal (3.44 g).

Workup

  1. customThe triethyl orthoformate was evaporated
  2. distillationthe residue was distilled under vacuum

Sources & evidence

ORD record
ord-6006a0e8a3294651abff25b182641e39
Source dataset
uspto-grants-1998_10
Patent number
US05821246

Reaction notes

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