Barium hydroxide → 4-t-Butylsulfinylaminopiperidine

HRID 915002

반응식

HRID 915002 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-carboxylic 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-bf4e9e75214e4d8eb60624c81ed882e0
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265130B2

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