Acetic Acid → 2-Iodo-1-triphenylmethylimidazole-4-carboxylic acid

HRID 1108277ノート

反応式

HRID 1108277 の反応式
[I:1][C:2]1[N:3]([C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:4]=[C:5]([C:7]([O:9]C)=[O:8])[N:6]=1.C(O)(=O)C>[OH-].[Na+].C(OCC)(=O)C>[I:1][C:2]1[N:3]([C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:4]=[C:5]([C:7]([OH:9])=[O:8])[N:6]=1

参加物

5

反応物 2

HCID 176Acetic AcidHCID 187846292-Iodo-4-(methoxycarbonyl)-1-triphenylmethylimidazole

生成物 1

HCID 187846222-Iodo-1-triphenylmethylimidazole-4-carboxylic acid収率 87%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

A suspension of 2-iodo-4-(methoxycarbonyl)-1-triphenylmethylimidazole (1.978 g, 4 mmol) in 6N sodium hydroxide (15 mL) was heated at reflux for 4 hours. The resulting suspension was diluted with ethyl acetate (20 mL) and then slightly acidified with acetic acid. The resulting clear solution was extracted three times with ethyl acetate (20 mL) and the combined extracts were dried (magnesium sulfate) and concentrated in vacuo. Residual acetic acid was removed under high vacuum to give 2-iodo-1-triphenylmethylimidazole-4-carboxylic acid (1.67 g, 87%) as a white solid, mp 203-205° C.: 1H NMR (CDCl3) δ 7.60 (s, 1H), 7.38-7.20 (m, 9H), 7.18-7.09 (m, 6H).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 4 hours
  3. extractionThe resulting clear solution was extracted three times with ethyl acetate (20 mL)
  4. dry with materialthe combined extracts were dried (magnesium sulfate)
  5. concentrationconcentrated in vacuo
  6. customResidual acetic acid was removed under high vacuum

出典と根拠

ORDレコード
ord-38dccbc51e5f4004ba82d8989d029d56
出典データセット
uspto-grants-2000_05
特許番号
US06066639

反応ノート

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