Cesium carbonate → 4-[3-(4-Phenoxy-2-propylphenoxy)propoxy]benzenesulfonamide

HRID 2251731ノート

反応式

HRID 2251731 の反応式
Br[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:8][C:7]=1[CH2:19][CH2:20][CH3:21].[OH:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([NH2:32])(=[O:31])=[O:30])=[CH:25][CH:24]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[O:12]([C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH2:3][CH2:2][O:22][C:23]2[CH:28]=[CH:27][C:26]([S:29]([NH2:32])(=[O:30])=[O:31])=[CH:25][CH:24]=2)=[C:7]([CH2:19][CH2:20][CH3:21])[CH:8]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 74093p-HydroxybenzenesulfonamideHCID 187722731-(3-bromopropoxy)-4-phenoxy-2-propylBenzene

生成物 1

HCID 586471284-[3-(4-Phenoxy-2-propylphenoxy)propoxy]benzenesulfonamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

To a solution of 1-(3-bromopropoxy)-4-phenoxy-2-propylbenzene (1.01 g, 2.9 mmol) and 4-hydroxybenzenesulfonamide (0.5 g, 2.9 mmol) in dry DMF (29 mL) was added cesium carbonate (1.04 g, 3.2 mmol). The resulting suspension was stirred in a 50° C. oil bath for 5 h. After cooling to room temperature, the reaction suspension was concentrated under vacuum to a residue, which was then partitioned between ethyl acetate and water. The ethyl acetate phase was dried over sodium sulfate, filtered, and concentrated to an oil. The oil was chromatographed over silica gel with hexanes/ethyl acetate (2:1) to isolate the title compound.,

後処理

  1. temperatureAfter cooling to room temperature
  2. concentrationthe reaction suspension was concentrated under vacuum to a residue, which
  3. customwas then partitioned between ethyl acetate and water
  4. dry with materialThe ethyl acetate phase was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated to an oil
  7. customThe oil was chromatographed over silica gel with hexanes/ethyl acetate (2:1)

出典と根拠

ORDレコード
ord-4ddb90c180544ec590aee33b3ce03c91
出典データセット
uspto-grants-2008_01
特許番号
US07319170B2

反応ノート

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