Water → 4-(Benzyloxy)benzene-1-sulfonyl chloride

HRID 352396

反応式

HRID 352396 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:15]([Cl:18])(Cl)=[O:16].O.C(OCC)(=[O:22])C>ClCCCl>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([Cl:18])(=[O:16])=[O:22])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 24386Thionyl ChlorideHCID 70352Benzyl Phenyl Ether

生成物 1

HCID 47383854-(Benzyloxy)benzene-1-sulfonyl chloride

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒2 回

実験手順

To a suspension of 22.4 g (146 mmol) of sulfur trioxide/DMF complex in 60 mL of anhydrous 1,2-dichloroethane at room temperature, was added a solution of 30 g (162 mmol) of benzylphenyl ether in 30 mL of anhydrous 1,2-dichloroethane. The resulting mixture was warmed to reflux and maintained there for 1 hour, cooled to room temperature and 10.8 mL (146 mmol) of thionyl chloride added. The reaction was then warmed to 75 C for 1 hour, cooled in an ice bath, 50 mL of water slowly added, then ethyl acetate. The layers were separated, washed with saturated sodium bicarbonate, brine, dried with magnesium sulfate, filtered and stripped. The resulting solids were triturated with hexane to afford 24.5 g of pure 4-(Benzyloxy)benzenesulfonyl chloride.

後処理

  1. temperatureThe resulting mixture was warmed
  2. temperatureto reflux
  3. temperaturemaintained there for 1 hour
  4. temperatureThe reaction was then warmed to 75 C for 1 hour
  5. temperaturecooled in an ice bath
  6. customThe layers were separated
  7. washwashed with saturated sodium bicarbonate, brine
  8. dry with materialdried with magnesium sulfate
  9. filtrationfiltered
  10. customThe resulting solids were triturated with hexane

出典と根拠

ORDレコード
ord-be569f83d1ea421887b5ea785b7a15d0
出典データセット
uspto-grants-2004_06
特許番号
US06747027B1

関連ノート

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