Sulfuric Acid → 7-Bromothiochroman-4-one

HRID 1593032ノート

反応式

HRID 1593032 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 223357357-Bromothiochroman-4-one収率 31.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c5a12791df464ac09a35f34c77c238c9
出典データセット
uspto-grants-2007_11
特許番号
US07294650B2

反応ノート

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