Acetic Anhydride → 1-Acetyl-1H-indol-3-yl acetate

HRID 1162165

反応式

HRID 1162165 の反応式
[C:1]([O:4][C:5](=O)[CH3:6])(=[O:3])[CH3:2].C(N(CC)CC)C.[C:15]([N:18]([CH2:28]C(O)=O)[C:19]1C=[CH:26][CH:25]=[CH:24][C:20]=1C(O)=O)(=[O:17])[CH3:16]>O>[C:15]([N:18]1[C:19]2[C:6](=[CH:26][CH:25]=[CH:24][CH:20]=2)[C:5]([O:4][C:1](=[O:3])[CH3:2])=[CH:28]1)(=[O:17])[CH3:16]

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 7151462-[Acetyl(carboxymethyl)amino]benzoic acid

生成物 1

HCID 5836021-Acetyl-1H-indol-3-yl acetate収率 86.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a stirred mixture of acetic anhydride (46.29 g, 0.45 mol) and triethylamine (13.77 g, 0.14 mol), 2-(N-acetylcarboxymethylamino)benzoic acid of Example 1b (11.36 g, 0.048 mol) was added at room temperature. The mixture was refluxed for 20 min and concentrated in vacuum to give an oily residue. Water (350 mL) was added under vigorous stirring, and the mixture was refrigerated overnight. The solid product was collected, washed with water and air-dried to give 9.0 g (86%) of the product which was used in the next step without purification.

後処理

  1. additionwas added at room temperature
  2. temperatureThe mixture was refluxed for 20 min
  3. concentrationconcentrated in vacuum
  4. customto give an oily residue
  5. customThe solid product was collected
  6. washwashed with water
  7. customair-dried

出典と根拠

ORDレコード
ord-be5e60906ebe4785b1746ab10e2ebf17
出典データセット
uspto-grants-2010_10
特許番号
US07820691B2

関連ノート

読み込み中…