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Acetic Acid → HCID 67459038, 화합물

HRID 2366493
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HRID 2366493 반응식
C(O)(=O)C.O.[NH2:6]N.C[N:9]([CH:11]=[C:12]1[C:17](=O)[C:16]([CH3:20])([CH3:19])[CH2:15][CH2:14][C:13]1=[O:21])C>C(O)CCC>[CH3:19][C:16]1([CH3:20])[C:17]2[NH:6][N:9]=[CH:11][C:12]=2[C:13](=[O:21])[CH2:14][CH2:15]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 67458045HCID 67458045, 화합물

생성물 1

HCID 67459038HCID 67459038, 화합물수율 51.1%

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

According to Scheme 2 Step 2: At 0° C., acetic acid (8.55 mL) followed by hydrazine monohydrate (150 mmol, 7.25 mL), were added slowly to a solution of 2-((dimethylamino)methylene)-4,4-dimethylcyclohexane-1,3-dione (150 mmol, 29.2 g) in butanol (400 mL). The reaction mixture was stirred under reflux for 16 hours. After evaporation of the filtrate, the crude residue was purified by flash chromatography over silica gel cyclohexane/AcOEt (100:0 to 50:50) and then over C18 gel using water/MeOH (100:0 to 50:50) as eluent to yield 7,7-dimethyl-6,7-dihydro-1H-indazol-4(5H)-one (76.7 mmol, 12.6 g, 51%) as a pale yellow solid.

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후처리

  1. customAt 0° C.
  2. temperatureunder reflux for 16 hours
  3. customAfter evaporation of the filtrate
  4. customthe crude residue was purified by flash chromatography over silica gel cyclohexane/AcOEt (100:0 to 50:50)

출처 및 근거

ORD 기록
ord-a3eb215107db4751891811442d176059
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08697744B2

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