Water → 2-Bromo-5-ethanesulfonyl-thiophene

HRID 646411ノート

反応式

HRID 646411 の反応式
[CH2:1]1COC[CH2:2]1.CO.[Br:8][C:9]1[S:10][C:11](SCC)=[CH:12][CH:13]=1.O.O[O:19][S:20]([O-:22])=O.[K+]>C(Cl)Cl>[Br:8][C:9]1[S:10][C:11]([S:20]([CH2:1][CH3:2])(=[O:22])=[O:19])=[CH:12][CH:13]=1

参加物

6

反応物 4

HCID 962WaterHCID 21899815MeOH tetrahydrofuranHCID 220320792-Bromo-5-(ethylthio)thiopheneHCID 23707502Potassium hydroxy sulfite

生成物 1

HCID 592646582-Bromo-5-ethanesulfonyl-thiophene

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A 25 mL THF/MeOH (2:1) solution of 2-Bromo-5-ethylsulfanyl-thiophene (CAS 19991-60-7) is stirred at 0-10° C. while 8 mL H2O, then 3 equivalents of Oxone are added. The reaction mixture is stirred three hours at room temperature, then is diluted with CH2Cl2, filtered, washed with aq. NaHCO3 and brine, dried (Na2SO4) and concentrated in vacuo. The crude mixture is purified by silica gel column chromatography (gradient: 0-20% EtOAc/CH2Cl2) to give title intermediate that is confirmed by NMR.

後処理

  1. filtrationfiltered
  2. washwashed with aq. NaHCO3 and brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customThe crude mixture is purified by silica gel column chromatography (gradient: 0-20% EtOAc/CH2Cl2)
  6. customto give title intermediate that

出典と根拠

ORDレコード
ord-d1cabdcb221448c2bb76422091dc66d2
出典データセット
uspto-grants-2010_04
特許番号
US07705025B2

反応ノート

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