Phosphate → 3-Methylene-1-octene

HRID 326954노트

반응식

HRID 326954 반응식
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]

참가 물질

5

반응물 3

HCID 1061PhosphateHCID 548848BromomethylbutadieneHCID 178418682HCID 178418682, 화합물

생성물 1

HCID 118294333-Methylene-1-octene

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-7374aa8c98af4ea3874c2dce3e302978
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05271864

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