Trifluoroacetic acid → 2-[4-(4-Oxothian-3-ylidenemethyl)phenyl]propionic acid

HRID 1685800ノート

反応式

HRID 1685800 の反応式
[O:1]=[C:2]1[CH2:7][CH2:6][S:5][CH2:4][C:3]1=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:23])[C:16]([O:18]C(C)(C)C)=[O:17])=[CH:11][CH:10]=1.FC(F)(F)C(O)=O>C(Cl)(Cl)Cl>[O:1]=[C:2]1[CH2:7][CH2:6][S:5][CH2:4][C:3]1=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:23])[C:16]([OH:18])=[O:17])=[CH:11][CH:10]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 86639387tert-Butyl 2-[4-(4-oxothian-3-ylidenemethyl)phenyl]propionate

生成物 1

HCID 672649512-[4-(4-Oxothian-3-ylidenemethyl)phenyl]propionic acid収率 87.5%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

tert-Butyl 2-[4-(4-oxothian-3-ylidenemethyl)phenyl]propionate (220 mg) obtained in Example 1 was dissolved in chloroform (2.0 ml), to the solution was added trifluoroacetic acid (2.0 ml), and the mixture was stirred at room temperature for 4 hours. The reaction mixture was quenched with water, and extracted with chloroform. The organic layer was washed with water and saturated brine, and then dried over sodium sulfate. The solvent was evaporated under reduced pressure, and then the residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/2) to give the title compound (160 mg, 87%).

後処理

  1. customThe reaction mixture was quenched with water
  2. extractionextracted with chloroform
  3. washThe organic layer was washed with water and saturated brine
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/2)

出典と根拠

ORDレコード
ord-1492c482b11342c8ad60ec78555f146c
出典データセット
uspto-grants-2012_04
特許番号
US08148421B2

反応ノート

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