反应 #56578

ord-7ed41bb16c2a4dd79c39735e81f3521a

反应方程式

CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)O
z,z,z-octadeca-6,9,12-trienoic acid
OCCCO
1,3-dihydroxypropane
C(=NC1CCCCC1)=NC1CCCCC1
1,3-dicyclohexylcarbodiimide
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OCCCO
1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-hydroxypropane

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤was filtered
  2. 2
    洗涤The filtrate was washed with dilute hydrochloric acid, water and saturated sodium chloride solution
  3. 3
    其他The solution was dried
  4. 4
    浓缩concentrated
  5. 5
    其他purified
  6. 6
    其他by dry column chromatography

实验过程

A solution of z,z,z-octadeca-6,9,12-trienoic acid (150 g) in methylene chloride (500 ml) was added dropwise to a mixture of 1,3-dihydroxypropane (205 g), 1,3-dicyclohexylcarbodiimide (130 g) and 4-(N,N-dimethylamino)pyridine (87 g) in methylene chloride (2500 ml) at room temperature under nitrogen. When tlc indicated that the reaction had gone to completion the reaction mixture was filtered. The filtrate was washed with dilute hydrochloric acid, water and saturated sodium chloride solution. The solution was dried, concentrated and purified by dry column chromatography to yield 1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-hydroxypropane as a pale yellow oil.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE040480E1uspto-grants-2008_09