Hydrochloric Acid → HCID 21990147, 화합물

HRID 2377179노트

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HRID 2377179 반응식
[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][OH:12])=[CH:9][C:4]=2[CH:3]=[CH:2]1.[OH-].[K+].[C:15](#[N:18])[CH:16]=[CH2:17].Cl>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C(OCC)(=O)C.O>[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][O:12][CH2:17][CH2:16][C:15]#[N:18])=[CH:9][C:4]=2[CH:3]=[CH:2]1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 7855AcrylonitrileHCID 14797Potassium HydroxideHCID 119833712-(1-Benzothiophen-5-yl)ethan-1-ol

생성물 1

HCID 21990147HCID 21990147, 화합물

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
45 °C

실험 절차

To 2.00 g of 2-(1-benzothiophen-5-yl)-1-ethanol were added 13 mg of potassium hydroxide, 36 mg of tetra-n-butylammonium bromide and 1.11 mL of acrylonitrile, and the resulting mixture was stirred at 45° C. for 3 hours. After the reaction mixture was cooled, water and ethyl acetate were added thereto and the pH was adjusted to 1 with 2 mol/L hydrochloric acid. The insoluble materials were removed and then the organic layer was separated. The organic layer was washed with water and then a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then distilled under reduced pressure to remove the solvent. The residue was purified by a column chromatography (eluent; hexane:ethyl acetate=3:1) to obtain 2.46 g of 3-[2-(1-benzothiophen-5-yl)ethoxy]propiono-nitrile as a colorless oil.

후처리

  1. temperatureAfter the reaction mixture was cooled
  2. customThe insoluble materials were removed
  3. customthe organic layer was separated
  4. washThe organic layer was washed with water
  5. dry with materiala saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate
  6. distillationdistilled under reduced pressure
  7. customto remove the solvent
  8. customThe residue was purified by a column chromatography (eluent; hexane:ethyl acetate=3:1)

출처 및 근거

ORD 기록
ord-0095d39e4fdb429cb8e598fe4bf98d78
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07468443B2

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