Reaktion #4071

ord-f360e909fa154e73a99b18eae08d738d

Reaktionsgleichung

COC=C(C(=O)OC)c1ccccc1C
methyl α-(2-methylphenyl)-β-methoxyacrylate
O=C1CCC(=O)N1Br
N-bromosuccinimide
O=C1CCC(=O)N1
succinimide
COC=C(C(=O)OC)c1ccccc1CBr
colorless crystals
Ausbeute 97.3%
COC=C(C(=O)OC)c1ccccc1CBr
Methyl α-(2-bromomethylphenyl)-β-methoxyacrylate
Ausbeute 97.3%

Lösungsmittel

Reaktionsbedingungen

Temperatur
90°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe mixture is filtered
  2. 2
    Sonstigethe filtrate is evaporated down
  3. 3
    workup.DISSOLUTIONthe oil which remains is dissolved in about 5 ml of acetone
  4. 4
    Sonstigebrought to crystallization with n-hexane

Vorschrift

20.6 g of the methyl α-(2-methylphenyl)-β-methoxyacrylate obtained as described in method A, 17.65 g of N-bromosuccinimide, 0.2 g of azobisisobutyronitrile and 150 ml of CCl4 are slowly heated to 90° C. and kept at this temperature until all of the succinimide floats on the solvent. The mixture is filtered, the filtrate is evaporated down, and the oil which remains is dissolved in about 5 ml of acetone and brought to crystallization with n-hexane. 27.5 g of colorless crystals of melting point 86°-87° C. are obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04723034uspto-grants-1988_02