Sulfuric Acid → 7-Bromothiochroman-4-one

HRID 1593032노트

반응식

HRID 1593032 반응식
[Br:1][C:2]1[CH:3]=[C:4]([S:8][CH2:9][CH2:10][C:11]([OH:13])=O)[CH:5]=[CH:6][CH:7]=1.S(=O)(=O)(O)O>O>[Br:1][C:2]1[CH:3]=[C:4]2[C:5]([C:11](=[O:13])[CH2:10][CH2:9][S:8]2)=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 186867493-((3-Bromophenyl)thio)propanoic acid

생성물 1

HCID 223357357-Bromothiochroman-4-one수율 31.9%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 3[(3-bromophenyl)thio]propanoic acid (390 mg) and concentrated sulfuric acid (1.6 ml) was allowed to stand at 20° C. for 4 days. Water was added and the mixture was extracted with ethyl acetate. The organic solution was washed with sodium bicarbonate solution, brine, dried (MgSO4) and evaporated. The residue was purified by chromatography on a silica SPE cartridge (10 g) eluting with cyclohexane, dichloromethane-cyclohexane (1:2, 1:1) and dichloromethane to give the title compound (116 mg) 13C NMR δ (CDCl3) 193.5, 144.4, 131.0, 130.3, 130.0, 128.9, 128.8, 39.6, 27.1.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic solution was washed with sodium bicarbonate solution, brine
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customThe residue was purified by chromatography on a silica SPE cartridge (10 g)
  6. washeluting with cyclohexane, dichloromethane-cyclohexane (1:2, 1:1) and dichloromethane

출처 및 근거

ORD 기록
ord-c5a12791df464ac09a35f34c77c238c9
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07294650B2

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