تفاعل #2467911

ord-e4a65421b3af4372a64bf3ee740edd2b

معادلة التفاعل

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

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحwas filtered
  2. 2
    غسيلThe filtrate was washed with dilute hydrochloric acid, water and saturated sodium chloride solution
  3. 3
    أخرىThe solution was dried
  4. 4
    تركيزconcentrated
  5. 5
    أخرىpurified
  6. 6
    أخرىby dry column chromatography

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE043632E1uspto-grants-2012_09