반응 #84018

ord-1c1b134520b04a6899a808cbee763b68

반응 방정식

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

반응 조건

온도
20°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09433211B2uspto-grants-2016_09