反応 #1957755

ord-720212eb51ab4ae6b588a247998dd5ed

反応方程式

O
water
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
CC(C)=CCCC(C)CCOC(=O)/C(C)=C/c1ccccc1O
colourless oil
収率 60.5%
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
収率 60.5%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度Then the reaction mixture was cooled down
  2. 2
    洗浄washed
  3. 3
    その他The organic phase was dried
  4. 4
    ろ過filtered
  5. 5
    その他evaporated to dryness
  6. 6
    その他The resulting yellow oil was purified by chromatography

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06096918uspto-grants-2000_08