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

HRID 478190

反応式

HRID 478190 の反応式
[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]

参加物

6

反応物 5

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-29d6a6c76aba42dd88801346e36fbcae
出典データセット
uspto-grants-2003_11
特許番号
US06642227B2

関連ノート

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