Reaktion #50165

ord-c98de13488664eb499e8466680457ad6

Reaktionsgleichung

C1CCOC1
tetrahydrofuran
CCCC(C)Oc1ccc(C=O)cc1
compound ( 30 )
CCCC(C)Oc1ccc(C=O)cc1
4-(1-methylbutyloxy)benzaldehyde
C1CCOC1
THF
[Li][CH2]CCC
butyllithium
[Br-]
bromide
CCCC(C)Oc1ccc(C=COC)cc1
1-(2-methoxyethenyl)-4-(1-methylbutyloxy)benzene

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added to a solution
  2. 2
    workup.ADDITIONwas added
  3. 3
    workup.STIRRINGstirring
  4. 4
    workup.WAITwas continued for two hours
  5. 5
    WaschenThe reaction solution was washed with water
  6. 6
    Trocknenwas dried over magnesium sulfate
  7. 7
    Einengenwas then concentrated
  8. 8
    SonstigeThe residue was purified by column chromatography

Vorschrift

A solution containing butyllithium dissolved in hexane was added to a solution containing 120 g of methoxymethyltriphenylphosphoni bromide dissolved in tetrahydrofuran (THF), in an atmosphere of argon, and the mixture was stirred for one hour at room temperature. A solution of the compound (30) dissolved in THF was added thereto and stirring was continued for two hours. The reaction solution was washed with water, was dried over magnesium sulfate, and was then concentrated. The residue was purified by column chromatography to obtain 1-(2-methoxyethenyl)-4-(1-methylbutyloxy)benzene (31).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05425897uspto-grants-1995_06