Tert-butyl 4-(methylsulfonyl)piperidine-1-carboxylate → tert-Butyl 4-(acetylthio)piperidine-1-carboxylate

HRID 390994노트

반응식

HRID 390994 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11](S(C)(=O)=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:18]([O-:21])(=[S:20])[CH3:19].[Na+]>CN(C=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([S:20][C:18](=[O:21])[CH3:19])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 22504298Tert-butyl 4-(methylsulfonyl)piperidine-1-carboxylateHCID 23700354HCID 23700354, 화합물

생성물 1

HCID 22494773tert-Butyl 4-(acetylthio)piperidine-1-carboxylate수율 64.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

A mixture of 4-methanesulfonyl-piperidine-carboxylic acid tert-butyl ester (2.82 g), sodium thioacetate (2.31 g) and DMF (40 ml) was stirred at 60° C. After 4 hours the reaction mixture was cooled and partitioned between ethyl acetate and brine. The combined organics were dried (MgSO4) and the solvents removed in vacuo. The resulting crude mixture was purified by flash chromatography to yield 4-acetylsulfanyl-piperidine-1-carboxylic acid tert-butyl ester (1.8 g).

후처리

  1. temperatureAfter 4 hours the reaction mixture was cooled
  2. custompartitioned between ethyl acetate and brine
  3. dry with materialThe combined organics were dried (MgSO4)
  4. customthe solvents removed in vacuo
  5. customThe resulting crude mixture was purified by flash chromatography

출처 및 근거

ORD 기록
ord-9d16d40425434ea8a3f4369e6c0e7620
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383620B2

반응 노트

불러오는 중…