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

HRID 247820

反応式

HRID 247820 の反応式
[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].C(=O)(O)[O-].[Na+]>C1(C)C=CC(S(O)(=O)=O)=CC=1.C(O)C>[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]

参加物

6

反応物 3

HCID 795ImidazoleHCID 31214Ethyl orthoformateHCID 516892Sodium Bicarbonate

生成物 1

HCID 38495351-(diethoxymethyl)-1H-imidazole収率 68%

試薬・触媒・溶媒 2

HCID 6101p-Toluenesulfonic acid触媒HCID 702Ethanol溶媒

実験手順

A mixture of imidazole (15 g, 0.220 mol, 1 eq), triethyl orthoformate (130 g, 146.6 mL, 0.880 mol, 4, eq) and p-toluenesulfonic acid (1.17 g, 0.00616 mol, 0.028 eq) was heated at 145°-175° C. until no more ethanol was distillable from the reaction mixture. The excess orthoformate was removed in vacuo. Solid sodium bicarbonate (1.17 g, 0.011 mol) was added and the residue was vacuum distilled to give the title compound (23.6 g, 68%). b.p. 89°-91° C./0.3 mm Hg.

後処理

  1. customThe excess orthoformate was removed in vacuo
  2. distillationdistilled

出典と根拠

ORDレコード
ord-6a6261fd93044ce19dd1236baf1910f1
出典データセット
uspto-grants-1993_05
特許番号
US05208234

関連ノート

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