Benzyl Bromide → HCID 101859068, 화합물

HRID 58859노트

반응식

HRID 58859 반응식
C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:7](Br)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH:23][S:24]([CH3:27])(=[O:26])=[O:25])=O>C(#N)C.CCOC(C)=O>[CH2:7]([N:23]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH:15]=[CH:27][S:24]1(=[O:26])=[O:25])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

6

반응물 3

HCID 7498Benzyl BromideHCID 10796Cesium carbonateHCID 115793042-(Methylsulfonamido)benzaldehyde

생성물 1

HCID 101859068HCID 101859068, 화합물수율 87%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

Cesium carbonate (18.0 g, 55 mmol) and benzyl bromide (6.6 mL, 55 mmol) were added to a solution of N-(2-formylphenyl)methanesulfonamide (5.50 g, 27.6 mmol) in acetonitrile (120 mL). The reaction mixture was heated at 60° C. for 16 h and then cooled to ambient temperature. The mixture was diluted with EtOAc (200 mL) and filtered. The filtration cake was washed with EtOAc (200 mL) and the combined organics were concentrated. The residue was purified by flash column chromatography on silica gel (EtOAc/hexane=1:5) to afford 1-benzyl-1H-benzo[c][1,2]thiazine 2,2-dioxide (6.5 g, 87% yield) as a colorless oil.

후처리

  1. temperaturecooled to ambient temperature
  2. filtrationfiltered
  3. washThe filtration cake was washed with EtOAc (200 mL)
  4. concentrationthe combined organics were concentrated
  5. customThe residue was purified by flash column chromatography on silica gel (EtOAc/hexane=1:5)

출처 및 근거

ORD 기록
ord-e6c18c22b4ee4b0492e7c9404d37af24
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434761B2

반응 노트

불러오는 중…