Sodium hydride → 5-Cyano-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexane carboxylic acid methyl ester

HRID 2383975

반응식

HRID 2383975 반응식
[H-].[Na+].[CH3:3][O:4][C:5](=[O:32])[CH2:6][CH2:7][C:8]([C:30]#[N:31])([C:15]1[C:23]2[C:22]3[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=3[O:20][C:19]=2[C:18]([O:28][CH3:29])=[CH:17][CH:16]=1)[CH2:9][CH2:10][C:11](OC)=[O:12]>COCOC>[CH3:3][O:4][C:5]([CH:6]1[CH2:7][C:8]([C:30]#[N:31])([C:15]2[C:23]3[C:22]4[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=4[O:20][C:19]=3[C:18]([O:28][CH3:29])=[CH:17][CH:16]=2)[CH2:9][CH2:10][C:11]1=[O:12])=[O:32]

참가 물질

4

반응물 2

HCID 24758Sodium hydrideHCID 866358264-Cyano-4-(4-methoxy-dibenzofuran-1-yl)-heptane dioic acid dimethyl ester

생성물 1

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

시약·촉매·용매 1

HCID 8020Dimethoxymethane용매2회

실험 절차

To a mixture of 50% NaH (4.6 g, 0.097 mol) in dimethoxymethane (20 ml) at room temperature under nitrogen was added drop wise at room temperature and under nitrogen a solution of 4-cyano-4-(4-methoxy-dibenzofuran-1-yl)-heptane dioic acid dimethyl ester (13.3 g, 0.032 mol) in dimethoxymethane (130 ml). The reaction mass was allowed to stir for 3 hrs at room temperature. Once 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. 5-cyano-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexane carboxylic acid methyl ester was isolated by column chromatography. Yield 9.8 g (80%)

후처리

  1. additionwas added drop wise at room temperature
  2. customOnce product is formed
  3. customthe reaction mass was quenched with water
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried with sodium sulfate
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-d24369df3685419894a4c82fb5df0624
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263648B2

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