Hydrochloric Acid → HCID 21990147、化合物

HRID 2377179ノート

反応式

HRID 2377179 の反応式
[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

参加物

8

反応物 4

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

生成物 1

HCID 21990147HCID 21990147、化合物

試薬・触媒・溶媒 3

HCID 74236Tetrabutylammonium Bromide触媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
45 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-0095d39e4fdb429cb8e598fe4bf98d78
出典データセット
uspto-grants-2008_12
特許番号
US07468443B2

反応ノート

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