Sulfuric Acid → 1-Ethoxy-4-[2-(2,4,6-trimethyl-phenyl)-acetylamino]-piperidine-4-carboxylic acid methyl ester

HRID 1022376

反応式

HRID 1022376 の反応式
S(=O)(=O)(O)[OH:2].[C:6]([C:8]1([NH:17][C:18](=[O:29])[CH2:19][C:20]2[C:25]([CH3:26])=[CH:24][C:23]([CH3:27])=[CH:22][C:21]=2[CH3:28])[CH2:13][CH2:12][N:11]([O:14][CH2:15][CH3:16])[CH2:10][CH2:9]1)#N.[C:30](=O)([O-])[O-:31].[Na+].[Na+]>CO>[CH3:30][O:31][C:6]([C:8]1([NH:17][C:18](=[O:29])[CH2:19][C:20]2[C:21]([CH3:28])=[CH:22][C:23]([CH3:27])=[CH:24][C:25]=2[CH3:26])[CH2:13][CH2:12][N:11]([O:14][CH2:15][CH3:16])[CH2:10][CH2:9]1)=[O:2]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 59614586N-(4-cyano-1-ethoxy-piperidin-4-yl)-2-(2,4,6-trimethyl-phenyl)-acetamide

生成物 1

HCID 596145921-Ethoxy-4-[2-(2,4,6-trimethyl-phenyl)-acetylamino]-piperidine-4-carboxylic acid methyl ester

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1.4 ml of concentrated sulfuric acid is slowly added to a solution of 4.3 g of N-(4-cyano-1-ethoxy-piperidin-4-yl)-2-(2,4,6-trimethyl-phenyl)-acetamide in 11 ml of methanol. After stirring 20 hours under reflux, the reaction mixture is allowed to cool down to room temperature and diluted with ice water. Sodium carbonate is added and the aqueous phase is extracted with ethyl acetate. The organic phase is dried over sodium sulfate, filtered and concentrated. Chromatography (dichloromethane+1% of ethanol) gave 3.2 g of 1-ethoxy-4-[2-(2,4,6-trimethyl-phenyl)-acetylamino]-piperidine-4-carboxylic acid methyl ester as a solid, mp: 131-132° C.

後処理

  1. temperatureunder reflux
  2. extractionthe aqueous phase is extracted with ethyl acetate
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-5f7ea7b5e80f49749e3f42e2f9de96cb
出典データセット
uspto-grants-2014_05
特許番号
US08722578B2

関連ノート

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