Ethyl vinyl ether → 1,1-Diphenyl-2-(1-ethenoxy)-hex-5-ene

HRID 909712

反応式

HRID 909712 の反応式
[CH:1]([CH:14]1[CH2:19][C:18](=O)[CH:17]=[CH:16]O1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]([O-:24])(O)=O.[Na+].[CH:26](OCC)=C>[Hg](OC(C(F)(F)F)=O)OC(C(F)(F)F)=O>[C:2]1([CH:1]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:14]([O:24][CH:21]=[CH2:26])[CH2:19][CH2:18][CH:17]=[CH2:16])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 8023Ethyl vinyl etherHCID 516892Sodium BicarbonateHCID 666308482-Benzhydryl-2H-pyran-4(3H)-one

生成物 1

HCID 666312581,1-Diphenyl-2-(1-ethenoxy)-hex-5-ene収率 66%

試薬・触媒・溶媒 1

HCID 16685285Hg(TFA)2触媒

実験手順

Into a mixture of 1,1-diphenyl-hex-5-en-2-ol 2 (7 g, 27.78 mmol) in ethyl vinyl ether (250 ml) was added Hg(OCOCF3)2 (2.37 g, 5.56 mmol) and was stirred overnight at room temperature. The reaction mixture was neutralized by addition of sat. aqueous NaHCO3. The organic phase was separated and the aqueous layer was extracted with ethyl ether, and dried over anhydrous Na2SO4. Removal of the solvent and purification by flash chromatography (Hexane/Ethyl Acetate 20:1) gave 1,1-diphenyl-2-(1-ethenoxy)-hex-5-ene 9 (5.1 g, 66%) as a liquid.

後処理

  1. customThe organic phase was separated
  2. extractionthe aqueous layer was extracted with ethyl ether
  3. dry with materialdried over anhydrous Na2SO4
  4. customRemoval of the solvent and purification by flash chromatography (Hexane/Ethyl Acetate 20:1)

出典と根拠

ORDレコード
ord-a3c000d7e20b4c32aac048efa20c7954
出典データセット
uspto-grants-2011_09
特許番号
US08017791B2

関連ノート

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