Sodium Chloride → 1-(4-Methoxy-dibenzofuran-1-yl)-4-oxo-cyclohexane carbonitrile

HRID 2383976

반응식

HRID 2383976 반응식
COC([CH:5]1[CH2:10][C:9]([C:26]#[N:27])([C:11]2[C:19]3[C:18]4[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=4[O:16][C:15]=3[C:14]([O:24][CH3:25])=[CH:13][CH:12]=2)[CH2:8][CH2:7][C:6]1=[O:28])=O.[Cl-].[Na+]>CS(C)=O.O>[CH3:25][O:24][C:14]1[C:15]2[O:16][C:17]3[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=3[C:19]=2[C:11]([C:9]2([C:26]#[N:27])[CH2:8][CH2:7][C:6](=[O:28])[CH2:5][CH2:10]2)=[CH:12][CH:13]=1

참가 물질

5

반응물 2

HCID 5234Sodium ChlorideHCID 247555955-Cyano-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexane carboxylic acid methyl ester

생성물 1

HCID 248041271-(4-Methoxy-dibenzofuran-1-yl)-4-oxo-cyclohexane carbonitrile

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

반응 조건

온도
135 °C

실험 절차

To a solution of 5-cyano-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexane carboxylic acid methyl ester obtained in example 1 (7 g, 0.0185 mol) in DMSO (140 ml) and water (9 ml) was added sodium chloride (7 g, 0.119 mol) at room temperature. The reaction mass was heated to 130-140° C. for 5 hrs. Once the product is formed, the reaction mass was quenched with water and extracted with ethyl acetate. The organic layer was dried with sodium sulfate and concentrated under vacuum. 1-(4-methoxy-dibenzofuran-1-yl)-4-oxo-cyclohexane carbonitrile was isolated by column chromatography. Yield 4.2 g (71%)

후처리

  1. customOnce the product is formed
  2. customthe reaction mass was quenched with water
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried with sodium sulfate
  5. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-c7d7fbdaa2f94d4e93cbd2f991291e96
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263648B2

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