반응 #5259

ord-259cdfd8194a46da8519bc2b1b2c0ec8

반응 방정식

[K+].[OH-]
potassium hydroxide
C=CCOCCCCCCCCCCI
10-iododecyl allyl ether
COC(=O)c1ccc(O)cc1
methyl p-hydroxybenzoate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cl
hydrochloric acid
C=CCOCCCCCCCCCCOc1ccc(C(=O)O)cc1
4-(10-allyloxydecyloxy)benzoic acid
수율 80.0%

용매

반응 조건

온도
80°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타After conclusion of the reaction
  2. 2
    기타the acidified reaction solution
  3. 3
    농축was then concentrated under reduced pressure
  4. 4
    workup.ADDITIONWater was added to the residue
  5. 5
    기타to form a suspension
  6. 6
    기타the insoluble matter was collected
  7. 7
    기타was then dried

실험 절차

70 mmol (22.7 g) of 10-iododecyl allyl ether, 70 mmol (10.6 g) of methyl p-hydroxybenzoate, and 70 mmol (9.6 g) of potassium carbonate were refluxed in absolute ethanol for 15 hours. After addition of an aqueous potassium hydroxide solution (containing 4.0 g of potassium hydroxide) into the reaction solution, the resulting mixture was further heated at 80° C. for 5 hours. After conclusion of the reaction, the reaction solution was acidified with hydrochloric acid, and the acidified reaction solution was then concentrated under reduced pressure. Water was added to the residue to form a suspension, and the insoluble matter was collected and was then dried, to obtain 18.7 g of 4-(10-allyloxydecyloxy)benzoic acid (Yield: 80%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05243065uspto-grants-1993_09