Sulfuric Acid → 6,6-Dimethylhepta-2,4-dienal

反応式

C[O:2][CH:3]=[CH:4][C:5]#[CH:6].[C:7]([Mg]Br)([CH3:10])([CH3:9])[CH3:8].[H-].[H-].[H-].[H-].[Li+].[Al+3].[NH4+].[Cl-].OS(O)(=O)=O.O1CCC[CH2:27]1>C(O)C>[CH3:8][C:7]([CH3:10])([CH3:27])[CH:9]=[CH:2][CH:3]=[CH:4][CH:5]=[O:6]

参加物

反応物 6

HCID 1118Sulfuric Acid

HCID 8028Tetrahydrofuran

HCID 25517Ammonium Chloride

HCID 979834-Methoxy-but-3-en-1-yne

HCID 21226445Aluminium lithium hydride

HCID 178418586HCID 178418586、化合物

生成物 1

HCID 545330256,6-Dimethylhepta-2,4-dienal

実験手順

Freshly distilled 4-methoxy-but-3-en-1-yne is added dropwise under cooling to a solution of t-butyl-magnesium bromide in absolute tetrahydrofuran and the mixture stirred for 45 minutes at room temperature. The reaction mixture is first mixed with 13.6 g of ethanol, then, under cooling and inert gas atmosphere, reacted with 5.9 g of LiAlH4 and stirred overnight at room temperature. It is then mixed with saturated aqueous NH4Cl under cooling, acidified with H2SO4 and extracted with ether. The pure product is obtained by vacuum distillation b.p. (bulb tube) 50°/0.26 mbar.