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

HRID 546257노트

반응식

HRID 546257 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1b210025c3884fd1a7e299de7a2415e2
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935699B2

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