Acetic Anhydride → HCID 23552950、化合物

HRID 1634297ノート

反応式

HRID 1634297 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](OC(=O)C)(=[O:7])[CH3:6].[Cl:12][CH2:13][C:14]([O:16][C:17]1[CH:25]=[C:24]2[C:20]([CH:21]=[CH:22][N:23]2[C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])=[CH:19][CH:18]=1)=[O:15]>ClC(Cl)C>[C:5]([C:21]1[C:20]2[C:24](=[CH:25][C:17]([O:16][C:14](=[O:15])[CH2:13][Cl:12])=[CH:18][CH:19]=2)[N:23]([C:26](=[O:31])[C:27]([CH3:28])([CH3:30])[CH3:29])[CH:22]=1)(=[O:7])[CH3:6]

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 6451240Aluminum(III) ChlorideHCID 103796646-chloroacetoxy-1-pivaloylindole

生成物 1

HCID 23552950HCID 23552950、化合物収率 36%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒2 回

実験手順

To a suspension of 9.5 g (72 mmol) of aluminum chloride in dichloroethane (47.5 ml) was added dropwise 3.64 g (36 mmol) of acetic anhydride. After stirring for 15 min at room temperature, to the above mixture was added dropwise 3.3 g (11 mmol) of 6-chloroacetoxy-1-pivaloylindole (prepared in accordance with the literature (SYNTHESIS, p1018, 1994) in dichloroethane (33 ml). After stirring for 1 hour at room temperature, the mixture was poured into ice-water. The mixture was extracted with ethyl acetate. The extract was washed twice with water and aqueous sodium bicarbonate, and dried. The solution was concentrated and the obtained residue was chromatographed on silica gel (ethyl acetate as eluant) to give 1.23 g of 3-acetyl-6-chloroacetoxy-1-pivaloylindole as an oil. Yield: 36%.

後処理

  1. stirringAfter stirring for 1 hour at room temperature
  2. extractionThe mixture was extracted with ethyl acetate
  3. washThe extract was washed twice with water and aqueous sodium bicarbonate
  4. customdried
  5. concentrationThe solution was concentrated
  6. customthe obtained residue was chromatographed on silica gel (ethyl acetate as eluant)

出典と根拠

ORDレコード
ord-e85b0985b3bb4cb790f05b47ffe884ad
出典データセット
uspto-grants-2003_01
特許番号
US06506787B2

反応ノート

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