N-bromobutanimide → HCID 70171800, 화합물

HRID 716710노트

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HRID 716710 반응식
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([CH:14]3[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]3)[O:12][CH:13]=2)=[CH:5][CH:4]=1.[Br:27]N1C(=O)CCC1=O>ClCCl.C(Cl)(Cl)Cl>[Br:27][C:13]1[O:12][C:11]([CH:14]2[CH2:15][CH2:16][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:18][CH2:19]2)=[N:10][C:9]=1[C:6]1[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[CH:4][CH:5]=1

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 71207840Tert-butyl 4-{4-[4-(methylsulfanyl)phenyl]-1,3-oxazol-2-yl}piperidine-1-carboxylate

생성물 1

HCID 70171800HCID 70171800, 화합물수율 96.1%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매

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온도
25 °C

실험 절차

tert-butyl 4-{4-[4-(methylsulfanyl)phenyl]-1,3-oxazol-2-yl}piperidine-1-carboxylate (585 mg, 1.56 mmol) was dissolved in dichloromethane (15.6 mL) under argon atmosphere. N-bromosuccinimide (306 mg, 1.72 mmol) was added portionwise as a solid to the stifling solution. The resulting solution stirred at 25° C. for 6 hours. The solution was then diluted with chloroform and washed with aqueous sodium bisulfite. The organics were dried over sodium sulfate and concentrated in vacuo to yield 680 mg of the desired product as yellow oil. LCMS (M+1)=453.40

후처리

  1. washwashed with aqueous sodium bisulfite
  2. dry with materialThe organics were dried over sodium sulfate
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a9ef860370ea41e39a043b956048153e
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09193697B2

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