Reacción #4071

ord-f360e909fa154e73a99b18eae08d738d

Ecuación de reacción

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
Rendimiento 97.3%
COC=C(C(=O)OC)c1ccccc1CBr
Methyl α-(2-bromomethylphenyl)-β-methoxyacrylate
Rendimiento 97.3%

Disolventes

Condiciones de reacción

Temperatura
90°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04723034uspto-grants-1988_02