3-Bromobenzyl bromide → 3-Bromobenzylmethylsulfone

HRID 18422

반응식

HRID 18422 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5]Br.[CH3:10][S:11]([O-:13])=[O:12].[Na+]>CN(C)C=O>[CH3:10][S:11]([CH2:5][C:4]1[CH:7]=[CH:8][CH:9]=[C:2]([Br:1])[CH:3]=1)(=[O:13])=[O:12]

참가 물질

4

반응물 2

HCID 699793-Bromobenzyl bromideHCID 2733271Sodium methanesulfinate

생성물 1

HCID 27614163-Bromobenzylmethylsulfone수율 67%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 3-bromobenzyl bromide (5.0 g, 20 mmol) in dry dimethylformamide (50 ml) at room temperature under an atmosphere of argon was treated portionwise with sodium methanesulfinate (2.0 g, 20 mmol) with stirring. The mixture was stirred at room temperature for 16 h, and then at 50° C. for 0.5 h. The reaction mix was allowed to cool to room temperature and then partitioned between ethyl acetate and water. The organic layer was separated and dried over sodium sulfate and the solvent removed under reduced pressure to give an oil which was purified by column chromatography on a 50 g isolute silica sep-pak column eluting from 0-100% ethyl acetate in petroleum ether to give the title compound as an off-white solid (3.34 g, 67%).

후처리

  1. stirringThe mixture was stirred at room temperature for 16 h
  2. additionThe reaction mix
  3. custompartitioned between ethyl acetate and water
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. customthe solvent removed under reduced pressure
  7. customto give an oil which
  8. customwas purified by column chromatography on a 50 g isolute silica sep-pak column
  9. washeluting from 0-100% ethyl acetate in petroleum ether

출처 및 근거

ORD 기록
ord-46b8d8503a9e4212bad9578f9f61605b
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741351B2

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