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

HRID 2383975

反応式

HRID 2383975 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8020Dimethoxymethane溶媒2 回

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-d24369df3685419894a4c82fb5df0624
出典データセット
uspto-grants-2012_09
特許番号
US08263648B2

関連ノート

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