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

HRID 127021

반응식

HRID 127021 반응식
[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

참가 물질

6

반응물 4

HCID 180AcetoneHCID 24083Sulfuric acid magnesium salt (1:1)HCID 516875Potassium Permanganate2회HCID 4976773N-(4,5,6,7-Tetrahydrobenzo[b]thiophen-4-yl)acetamide

생성물 1

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

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
10 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2393d935f34849278ec1060f71ea4d4e
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04254268

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