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Methyl iodide → 5-Acetyl-4-cyclohexyl-2-methylsulfanyl-thiophene-3-carbonitrile

HRID 6859
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HRID 6859 반응식
[CH:1]1([C:7](=O)[CH2:8][C:9]#[N:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+].Cl[CH2:19][C:20](=[O:22])[CH3:21].I[CH3:24].CN(C=O)C.[C:30](=[S:32])=[S:31]>>[C:20]([C:19]1[S:31][C:30]([S:32][CH3:24])=[C:8]([C:9]#[N:10])[C:7]=1[CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)(=[O:22])[CH3:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 6328Methyl iodideHCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 113095973-Cyclohexyl-3-oxopropanenitrileHCID 86590990Dmf CS2

생성물 1

HCID 220190435-Acetyl-4-cyclohexyl-2-methylsulfanyl-thiophene-3-carbonitrile

실험 절차

To a solution of 3-cyclohexyl-3-oxo-propionitrile in DMF:CS2 (1:1) was added K2CO3 at 0° C. and the reaction mixture stirred at ambient temperature for 2 hours. To the resulting reaction mixture was added chloroacetone (1 equivalent) and the reaction mixture stirred at ambient temperature for 3 hours. Iodomethane was then added and the resulting mixture was stirred at ambient temperature overnight. The reaction mixture was partitioned between ethyl acetate and brine, the organic phase dried with MgSO4 and the solvent was removed under reduced pressure. The crude product was purified by silica gel chromatography.

후처리

  1. customTo the resulting reaction mixture
  2. stirringthe reaction mixture stirred at ambient temperature for 3 hours
  3. stirringthe resulting mixture was stirred at ambient temperature overnight
  4. customThe reaction mixture was partitioned between ethyl acetate and brine
  5. dry with materialthe organic phase dried with MgSO4
  6. customthe solvent was removed under reduced pressure
  7. customThe crude product was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-183102cc420b4877ac00ee09af6bc6a9
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07084159B2

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