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

HRID 1022376

반응식

HRID 1022376 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5f7ea7b5e80f49749e3f42e2f9de96cb
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722578B2

연결된 노트

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