Phosphate → 3-Methylene-1-octene

HRID 326954ノート

反応式

HRID 326954 の反応式
Br[CH2:2][CH:3]=[CH:4][CH:5]=[CH2:6].[CH2:7]([Mg]Br)[CH2:8][CH2:9][CH3:10].P([O-])([O-])([O-])=O>O1CCCC1>[CH2:2]([C:8]([CH:9]=[CH2:10])=[CH2:7])[CH2:3][CH2:4][CH2:5][CH3:6]

参加物

5

反応物 3

HCID 1061PhosphateHCID 548848BromomethylbutadieneHCID 178418682HCID 178418682、化合物

生成物 1

HCID 118294333-Methylene-1-octene

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

n-bromosuccinimide (5.34 g) is added to a solution of isoprene (2.45 g) in carbon tetrachloride (100 ml), and the solution is stirred for 24 hours. The product and solvent are then fractionally distilled away from the succinimide, resulting in a partially concentrated solution of c-bromomethylbutadiene. The bromomethylbutadiene solution is chilled (-20° C.), and a 2N tetrahydrofuran solution of butylmagnesium bromide (15 ml) is then added. After stirring for 4 hours, the solution is treated with a 1 M phosphate buffer solution (pH 7). The organic layer is dried over sodium sulfate, and the reaction mixture is fractionally distilled to produce the product, 2-pentyl-1,3-butadiene, as a non-viscous liquid.

後処理

  1. dry with materialThe organic layer is dried over sodium sulfate
  2. distillationthe reaction mixture is fractionally distilled

出典と根拠

ORDレコード
ord-7374aa8c98af4ea3874c2dce3e302978
出典データセット
uspto-grants-1993_12
特許番号
US05271864

反応ノート

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