Реакция #742248

ord-b8c7be6902814dcd9e6be6c7097558e8

Уравнение реакции

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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураThen the reaction mixture was cooled down
  2. 2
    Промывкаwashed
  3. 3
    ДругоеThe organic phase was dried
  4. 4
    Фильтрацияfiltered
  5. 5
    Другоеevaporated to dryness
  6. 6
    ДругоеThe resulting yellow oil was purified by chromatography

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE043006E1uspto-grants-2011_12