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Hydrochloric Acid → Piperic acid

HRID 1244512
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HRID 1244512 반응식
[CH:1]1[C:6](/[CH:7]=[CH:8]/[CH:9]=[CH:10]/[C:11](N2CCCCC2)=[O:12])=[CH:5][C:4]2[O:19][CH2:20][O:21][C:3]=2[CH:2]=1.[OH-:22].[K+].CO.Cl>O>[CH2:20]1[O:19][C:4]2[CH:5]=[C:6](/[CH:7]=[CH:8]/[CH:9]=[CH:10]/[C:11]([OH:12])=[O:22])[CH:1]=[CH:2][C:3]=2[O:21]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 638024Piperine

생성물 1

HCID 5370536Piperic acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To piperine (1) (2 g, 0.7 mmol, 1 eq), 20% of methanolic KOH (100 ml) was added and refluxed for 2 days. After completion of the hydrolysis, methanol was removed under reduced pressure and a yellow coloured oily solid was obtained. This residue was dissolved in water (50 ml) and acidified with 6N HCl to pH <1 yielding a yellowish precipitate of piperinic acid. Recrystallization from methanol gave yellow needles (0.9 g, 60% yield). m.p. 206°-208° C. (Lit m.p. 217 °-218° C.)1 2.2 Synthesis of Piperlonguminine (RV-A06)

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후처리

  1. temperaturerefluxed for 2 days
  2. customwas removed under reduced pressure
  3. customa yellow coloured oily solid was obtained

출처 및 근거

ORD 기록
ord-30e5bd05d6cd41b1ac869e20da2e1bb4
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07122561B2

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