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Water → Ethyl 2-(5,5,6,6,6-pentafluorohexyl)-9-decenoate

HRID 1267747
ノート
印刷プレビュー

反応式

HRID 1267747 の反応式
[Cl-].[Li+].O.[CH2:4]([C:12]([CH2:23][CH2:24][CH2:25][CH2:26][C:27]([F:33])([F:32])[C:28]([F:31])([F:30])[F:29])(C(OCC)=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11]>CS(C)=O>[F:32][C:27]([F:33])([C:28]([F:29])([F:30])[F:31])[CH2:26][CH2:25][CH2:24][CH2:23][CH:12]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11])[C:13]([O:15][CH2:16][CH3:17])=[O:14]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962Water2 回HCID 433294Lithium ChlorideHCID 18546288Diethyl 2-(7-octenyl)-2-(5,5,6,6,6-pentafluorohexyl)malonate

生成物 1

HCID 18546254Ethyl 2-(5,5,6,6,6-pentafluorohexyl)-9-decenoate収率 79%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
180 °C

実験手順

Lithium chloride (401 mg, 9.540 mmol) and water (86 mg, 4.770 mmol) were added to a solution of diethyl 2-(7-octenyl)-2-(5,5,6,6,6-pentafluorohexyl)malonate (2.12 g, 4.770 mmol) in dimethyl sulfoxide (8 ml) followed by stirring for 16 hours at 180° C. After cooling, water was added to the reaction mixture, which was then extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and then dried over anhydrous magnesium sulfate. After distilling off the solvent, the residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1/50) to give ethyl 2-(5,5,6,6,6-pentafluorohexyl)-9-decenoate (1.40 g, Yield 79%) as a colorless oil.

後処理

  1. temperatureAfter cooling
  2. extractionwas then extracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationAfter distilling off the solvent
  6. customthe residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1/50)

出典と根拠

ORDレコード
ord-d9462a806804465990ad6b22700b72da
出典データセット
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06552068B1

反応ノート

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