Benzyl Bromide → HCID 101859068、化合物

HRID 58859ノート

反応式

HRID 58859 の反応式
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

参加物

6

反応物 3

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

生成物 1

HCID 101859068HCID 101859068、化合物収率 87%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-e6c18c22b4ee4b0492e7c9404d37af24
出典データセット
uspto-grants-2016_09
特許番号
US09434761B2

反応ノート

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