Barium hydroxide → 4-t-Butylsulfinylaminopiperidine

HRID 47597

반응식

HRID 47597 반응식
[C:1]([S:5]([NH:7][CH:8]1[CH2:13][CH2:12][N:11](C(OCC)=O)[CH2:10][CH2:9]1)=[O:6])([CH3:4])([CH3:3])[CH3:2].[OH-].[Ba+2].[OH-]>CC(O)C.O.CO>[C:1]([S:5]([NH:7][CH:8]1[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1)=[O:6])([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 2

HCID 6093286Barium hydroxideHCID 227477804-t-Butylsulfinylamino-1-ethoxycarbonyl piperidine

생성물 1

HCID 227477814-t-Butylsulfinylaminopiperidine

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 3776Isopropanol용매

실험 절차

In a mixture of 5 ml of 2-propanol and 5 ml of water, 378 mg of 4-t-butylsulfinylamino-1-ethoxycarbonyl piperidine was suspended and 1.77 g of barium hydroxide was added. The mixture was refluxed with stirring and heating for 4 hours. The mixture was diluted with methanol and the insoluble material was filtered off. The solvent was removed under reduced pressure to give 4-t-butylsulfinylaminopiperidine. Without purification, the obtained material was dissolved in 5 ml of THF, and 984 mg of N-phenoxycarbonyl-4-butyl aniline and 236 mg of diisopropyl ethylamine were added, followed by stirring at room temperature overnight. An aqueous solution of potassium hydrogen sulfate was added to the mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over magnesium sulfate anhydride. The solvent was removed under reduced pressure and the residue was purified by silica gel chromatography to give 291 mg of 4-t-butylsulfinylaminopiperidine-1-carboxlic acid(4-t-butylphenyl)amide.

후처리

  1. temperatureThe mixture was refluxed
  2. temperatureheating for 4 hours
  3. filtrationthe insoluble material was filtered off
  4. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-6d4d1a0bbcb1440ebeca15bc76df47e0
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699891B1

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