Acetone → Acetamide, N-(4,5,6,7-tetrahydro-7-oxobenzo[b]thien-4-yl)-

HRID 127021

反応式

HRID 127021 の反応式
[CH3:1][C:2]([CH3:4])=[O:3].[S:5]1[CH:9]=[CH:8][C:7]2[CH:10]([NH:14][C:15](=[O:17])[CH3:16])[CH2:11]CCC1=2.S([O-])([O-])(=O)=O.[Mg+2].[Mn]([O-])(=O)(=O)=O.[K+]>C(O)(C)C>[O:3]=[C:2]1[C:4]2[S:5][CH:9]=[CH:8][C:7]=2[CH:10]([NH:14][C:15](=[O:17])[CH3:16])[CH2:11][CH2:1]1

参加物

6

反応物 4

HCID 180AcetoneHCID 24083Sulfuric acid magnesium salt (1:1)HCID 516875Potassium Permanganate2 回HCID 4976773N-(4,5,6,7-Tetrahydrobenzo[b]thiophen-4-yl)acetamide

生成物 1

HCID 106675Acetamide, N-(4,5,6,7-tetrahydro-7-oxobenzo[b]thien-4-yl)-収率 73.6%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
10 °C

実験手順

Acetone (200 ml), N-(4,5,6,7-tetrahydrobenzo[b]-thien-4-yl) acetamide (9.75 g, 0.05 mol) and magnesium sulfate (21.0 g, 0.17 mol) are mixed, stirred and cooled to 10° C. Next, 150 ml of an aqueous potassium permanganate solution (prepared from 21.0 g, 0.133 mol of potassium permanganate and 200 ml of water) is added over 15 minutes to the above mixture, and the whole stirred for 3 hours. After 3 hours reaction time, analysis of the mixture by high pressure liquid chromatography (HPLC) indicates the reaction to be incomplete. The remainder of the above potassium permanganate solution (~50 ml) is added and the reaction mixture stirred for two more hours. Isopropanol (20 ml) is then added, the reaction mixture stirred overnight, and filtered. HPLC analysis of the filtered solution indicates a 73.6% yield of title product, and also the presence of 2% of starting material.

後処理

  1. stirringthe whole stirred for 3 hours
  2. customAfter 3 hours reaction time, analysis of the mixture by high pressure liquid chromatography (HPLC)
  3. customthe reaction
  4. stirringthe reaction mixture stirred for two more hours
  5. stirringthe reaction mixture stirred overnight
  6. filtrationfiltered

出典と根拠

ORDレコード
ord-2393d935f34849278ec1060f71ea4d4e
出典データセット
uspto-grants-1981_03
特許番号
US04254268

関連ノート

読み込み中…