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

HRID 1962364

反応式

HRID 1962364 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 was 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 was allowed to cool down to room temperature and diluted with ice water. Sodium carbonate was added and the aqueous phase was extracted with ethyl acetate. The organic phase was 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 was extracted with ethyl acetate
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-9b3f66b345844f11a12c2b3b771ed926
出典データセット
uspto-grants-2013_04
特許番号
US08415369B2

関連ノート

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