Acetic Acid → (2,3-Dihydro-benzo[b]thiophen-5-yl)-acetic acid

HRID 546257ノート

反応式

HRID 546257 の反応式
[S:1]1[CH2:5][CH2:4][C:3]2[CH:6]=[C:7](CC(N3CCOCC3)=S)[CH:8]=[CH:9][C:2]1=2.[C:19]([OH:22])(=[O:21])[CH3:20].S(=O)(=O)(O)O>O>[S:1]1[CH2:5][CH2:4][C:3]2[CH:6]=[C:7]([CH2:20][C:19]([OH:22])=[O:21])[CH:8]=[CH:9][C:2]1=2

参加物

5

反応物 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 137043812-(2,3-Dihydro-benzo[b]thiophen-5-yl)-1-morpholin-4-yl-ethanethione

生成物 1

HCID 13704382(2,3-Dihydro-benzo[b]thiophen-5-yl)-acetic acid収率 41%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
100 °C

実験手順

In a round bottom flask with a reflux condenser was placed 2-(2,3-dihydro-benzo[b]thiophen-5-yl)-1-morpholin-4-yl-ethanethione (1.85 g, 6.62 mmol) and to it was added acetic acid (7.7 mL), concentrated sulfuric acid (1.1 mL) and water (2 mL). The reaction mixture was then heated at 100° C. for 4 h. After this time the solution was added to water (40 mL) and extracted with ethyl acetate (3×50 mL). The organics were dried over sodium sulfate, filtered and concentrated in vacuo. Purified using reverse phase HPLC to afford (2,3-dihydro-benzo[b]thiophen-5-yl)-acetic acid (525 mg, 41%) as a white solid.

後処理

  1. customIn a round bottom flask with a reflux condenser was placed
  2. extractionextracted with ethyl acetate (3×50 mL)
  3. dry with materialThe organics were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customPurified

出典と根拠

ORDレコード
ord-1b210025c3884fd1a7e299de7a2415e2
出典データセット
uspto-grants-2011_05
特許番号
US07935699B2

反応ノート

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