反应 #1946549

ord-1cd46888ab694992a0c359bb9e3288b9

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度The mixture was heated
  2. 2
    温度under reflux for 5 hours
  3. 3
    其他tetrahydrofuran was removed on a rotary evaporator
  4. 4
    workup.ADDITIONthe residue was diluted with water (100 ml)
  5. 5
    萃取The acid was extracted with ether (3×100 ml)
  6. 6
    洗涤the combined extracts were washed with water (2×50 ml) and brine (50 ml)
  7. 7
    其他dried
  8. 8
    其他Removal of ether under reduced pressure

实验过程

An aqueous solution of sodium hydroxide (10%, 22 ml) was added to a solution of technical grade ethyl (2E,4Z)-2,4-decadienoate (10 g) in tetrahydrofuran (100 ml). The mixture was heated under reflux for 5 hours with rapid stirring in a nitrogen atmosphere. After allowing to cool to room temperature, tetrahydrofuran was removed on a rotary evaporator, the residue was diluted with water (100 ml), and acidified to pH 2 with 6N HCl. The acid was extracted with ether (3×100 ml) and the combined extracts were washed with water (2×50 ml) and brine (50 ml) and dried using anhydrous magnesium sulfate. Removal of ether under reduced pressure gave (2E,4Z)-2,4-decadienoic acid. This product was used in the next step without further purification.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US06528049B2uspto-grants-2003_03