تفاعل #84018

ord-1c1b134520b04a6899a808cbee763b68

معادلة التفاعل

CCCCCCCCCC=O
decanal
COB(OC)OC
trimethoxyborane
[NH4+].[OH-]
ammonia aqueous
COC(=O)CBr
methyl bromoacetate
CCCCCCCCCC(O)CC(=O)OC
β-hydroxydodecanoic acid methyl ester

المذيبات

ظروف التفاعل

درجة الحرارة
20°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGagitated for ten minutes
  2. 2
    أخرىAn organic layer was separated
  3. 3
    استخلاصan aqueous solution layer was extracted two times
  4. 4
    أخرىThereafter, the organic solution was collected
  5. 5
    workup.DISTILLATIONA residue thereof was purified by distillation

الإجراء التجريبي

6.5 g of zinc, 15.5 g of decanal, 25 ml of trimethoxyborane, and 25 ml of dried THF were put into a 300 ml four-neck round-bottom flask, and 17.5 g of methyl bromoacetate was dripped at 20° C. for two hours in a nitrogen gas stream. After dripping, a resultant thereof was agitated at 20° C. for one hour, and thereafter, 25 ml of saturated ammonia aqueous solution and 25 ml of glycerin were added and agitated for ten minutes. An organic layer was separated and an aqueous solution layer was extracted two times by using diethyl ether. Thereafter, the organic solution was collected and subjected to desolvation. A residue thereof was purified by distillation to obtain a β-hydroxydodecanoic acid methyl ester.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09433211B2uspto-grants-2016_09