Reacción #742248

ord-b8c7be6902814dcd9e6be6c7097558e8

Ecuación de reacción

C/C(=C\c1ccccc1O)C(=O)O
(E)-3-(2-hydroxy-phenyl)-2-methyl-acrylic acid
CC(C)=CCCC(C)CCO
citronellol
Cc1ccc(S(=O)(=O)O)cc1
p-toluene-sulfonic acid
O
water
CC(C)=CCCC(C)CCOC(=O)/C(C)=C/c1ccccc1O
colourless oil
CC(C)=CCCC(C)CCOC(=O)/C(C)=C/c1ccccc1O
(E)-3-(2-Hydroxy-phenyl)-2-methyl-acrylic acid 3,7 dimethyl-oct-6-enyl ester

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThen the reaction mixture was cooled down
  2. 2
    Lavadowashed
  3. 3
    OtroThe organic phase was dried
  4. 4
    Filtraciónfiltered
  5. 5
    Otroevaporated to dryness
  6. 6
    OtroThe resulting yellow oil was purified by chromatography

Procedimiento

A solution of 6 0 g of (E)-3-(2-hydroxy-phenyl)-2-methyl-acrylic acid, 5.3 g of citronellol and 1 g of p-toluene-sulfonic acid in 150 ml of cyclohexane was refluxed for 6.5 hours using a water separator. Then the reaction mixture was cooled down, diluted with hexane and washed to neutrality with saturated sodium bicarbonate and water. The organic phase was dried, filtered and evaporated to dryness. The resulting yellow oil was purified by chromatography to yield 6.45 g of a colourless oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE043006E1uspto-grants-2011_12