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

HRID 1158282Notes

Reaction equation

HRID 1158282 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].O.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 31214Ethyl orthoformateHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 38495351-(diethoxymethyl)-1H-imidazoleYield 67%

Conditions

Temperature
140 °C

Procedure

Mixture of imidazole (13.6 g), triethyl orthoformate (133 ml) and p-toluenesulfonic acid monohydrate (1.00 g) was stirred by heating at 140° C. for 2 hours. Reaction mixture was subjected to distillation under a reduced pressure, there was obtained N-(diethoxymethyl)imidazole (22.8 g, yield: 67.0%) as colorless oily product.

Workup

  1. customReaction mixture
  2. distillationwas subjected to distillation under a reduced pressure

Sources & evidence

ORD record
ord-87f291f7f1bd4da9902e11964e953cd3
Source dataset
uspto-grants-2010_10
Patent number
US07807843B2

Reaction notes

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