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Dab tsi yog qhov synthesis ntawm Paeonol

Aug 17, 2023 Tso lus

Paeonol(txuas:https://www.bloomtechz.com/synthetic-chemical/api-researching-only/paeonol-powder-cas-552-41-0.html) yog dawb los yog daj daj zoo li cov muaju, cov xim tsis muaj koob zoo li cov muaju (ethanol), melting point 49 degree -51 degree, tshwj xeeb tsw, me ntsis ntsim saj, yooj yim soluble hauv ethanol thiab methanol, soluble hauv ether, Ntawm acetone, benzene, chloroform thiab carbon disulfide, me ntsis soluble hauv dej, soluble hauv dej kub, insoluble hauv dej txias, tuaj yeem volatilize nrog dej vapor. Paeonol tuaj yeem distilled nrog dej vapor, thiab muaj zog nqus hauv cheeb tsam ultraviolet. Ntawm lub wavelength ntawm 274nm, E (1 feem pua ​​1cm) yog 862. Siv cov cuab yeej no, nws tuaj yeem ntsuas los ntawm ultraviolet spectrophotometer. Paeonol yog ib qho organic compound nrog ntau yam kev ua ub no thiab cov tshuaj pharmacological. Nws yog feem ntau siv nyob rau hauv cov teb ntawm tsoos suav tshuaj thiab tshuaj pleev ib ce, thiab muaj ntau yam kev ua ub no lom thiab cov tshuaj pharmacological. Cov hauv qab no yog cov lus piav qhia luv luv ntawm ntau txoj kev siv hluavtaws ntawm Paeonol.

552-41-0COA

CAS 552-41-0

1. Txoj kev Octanoic Acid:

Qhov no yog ib txoj hauv kev ntawm kev sib xyaw Paeonol. Ua ntej, react propiophenone thiab aminophenol nyob rau hauv acidic tej yam kev mob los tsim p-hydroxypropiophenone. Tom qab ntawd, p-hydroxyacetophenone yog reacted nrog bromoacetic acid los tsim p-hydroxyacetophenone. Tom ntej no, reacting p-hydroxyacetophenone nrog ib qho kev daws teeb meem xws li sodium hydroxide tsim substrate migration los tsim p-hydroxyacrylate. Thaum kawg, react p-hydroxyacrylate nrog octanoic acid nyob rau hauv acidic tej yam kev mob los tsim Paeonol. Cov kauj ruam ntxaws thiab lawv cov kev sib npaug tshuaj muaj raws li hauv qab no:

Thawj kauj ruam: tsim 4-Hydroxyphenyacetone (4-Hydroxyphenylactone).

Reaction sib npaug:

C9H10O + aminophenol → C9H10O2 ntxiv CO2

Nyob rau hauv acidic tej yam kev mob, propiophenone yog acylated nrog aminophenol los tsim p-hydroxypropiophenone.

Cov kauj ruam thib ob: tsim p-hydroxyacetophenone (4-Hydroxyphenylacetophenone).

Reaction sib npaug:

C9H10O2 + C2H3BrO2 → C8H8O2 + BrH

React p-hydroxyacetophenone nrog bromoacetic acid hauv alkaline hnyav los tsim p-hydroxyacetophenone los ntawm acylation cov tshuaj tiv thaiv.

Kauj ruam 3: tsim 4-Hydroxyphenylpropenoate.

Reaction sib npaug:

C8H8O2 ntxiv alkaline kua → p-hydroxyacrylate

React p-hydroxyacetophenone nrog cov tshuaj alkaline (xws li sodium hydroxide), thiab substrate migration tshwm sim los tsim p-hydroxyacrylate.

Kauj Ruam 4: Tsim Paeonol.

Reaction sib npaug:

p-Hydroxyacrylate plus C8H16O2 → C9H10O3

Cov p-hydroxy acrylate thiab octanoic acid yog rhuab thiab reacted nyob rau hauv acidic tej yam kev mob los tsim Paeonol los ntawm transesterification.

3

2. Cov tshuaj tiv thaiv ntawm o-hydroxyanisole thiab benzyl cawv:

Ua ntej, hnov ​​​​mob o-hydroxyanisole thiab benzyl cawv nyob rau hauv acidic tej yam kev mob mus rau ib tug condensation cov tshuaj tiv thaiv los tsim m-hydroxybenzophenoxide. Tom qab ntawd, m-hydroxybenzophenone tau kho nrog sodium hydroxide kom tau txais stilbenzylphenol. Thaum kawg, stilbenephenols tau hloov mus rau Paeonols los ntawm oxidation los yog lithium aluminium hydrogenation.

Txoj kev octanoic acid yog ib txoj kev siv feem ntau rau kev sib txuas ntawm Paeonol. Cov hauv qab no yog cov ncauj lus kom ntxaws txog cov txheej txheem octanoic acid thiab nws cov tshuaj sib npaug:

 

3. Catechol thiab acetylacetone cov tshuaj tiv thaiv txoj kev:

Ua ntej, catechol thiab acetylacetone yog condensed los ntawm Alder-ene cov tshuaj tiv thaiv los tsim cov khoom condensation. Tom qab ntawd, cov tshuaj tiv thaiv cyclic lactonization yog ua los ntawm acid catalysis lossis base catalysis los tsim Paeonol.

Cov kauj ruam ntxaws thiab lawv cov kev sib npaug tshuaj:

Thawj kauj ruam: tsim 2-hydroxy-3-phenylpropanone (2-Hydroxy-3-phenylpropanone).

Reaction sib npaug:

C6H6O2ntxiv rau C5H8O2→ 2-hydroxy-3-phenylacetone

Nyob rau hauv acidic tej yam kev mob, catechol yog acylated nrog acetylacetone los tsim 2-hydroxy-3-phenylacetone.

Cov kauj ruam thib ob: tsim 4-hydroxy-2-methoxybenzaldehyde (4-Hydroxy-2-methoxybenzaldehyde).

Reaction sib npaug:

2-Hydroxy-3-phenylacetone plus ligand pawg → C8H8O3

2-Hydroxy-3-phenylacetone reacted nrog ib pab pawg ligand tsim nyog, thiab cov tshuaj tiv thaiv decarbonylation tshwm sim los tsim 4-hydroxy-2-methoxybenzaldehyde.

Kauj Ruam 3: Tsim Paeonol.

Reaction sib npaug:

C8H8O3 Ntxiv alkaline tov → C9H10O3

4-Hydroxy-2-methoxybenzaldehyde yog reacted nrog cov tshuaj alkaline (xws li sodium hydroxide) rau formaldehyde tshem tawm los tsim Paeonol.

Chemical

4. Cov txheej txheem tshuaj tiv thaiv ntawm o-aminophenol thiab maleic acid:

Cov tshuaj tiv thaiv ntawm o-aminophenol thiab maleic acid nyob rau hauv alkaline tej yam kev mob tsim N-substituted maleimide. Tom ntej no, react N-substituted maleimide nrog tooj liab acetate catalyst los tsim benzyl-hloov cyclopropenone. Thaum kawg, cyclopropenone hloov mus rau Paeonol los ntawm hydrogenation.

Cov kauj ruam ntxaws thiab lawv cov kev sib npaug tshuaj:

Thawj kauj ruam: tsim o-aminoacetophenone (2-Aminoacetophenone).

Reaction sib npaug:

C6H7TSIS plus C4H4O4 → C8H9TSIS MUAJ

Nyob rau hauv acidic tej yam kev mob, hnov ​​​​mob o-aminophenol nrog maleic acid los ua cov kua qaub anhydride acylation cov tshuaj tiv thaiv los tsim o-aminoacetophenone.

Cov kauj ruam thib ob: tsim 4-hydroxy-2-methoxyacetophenone (4-Hydroxy-2-methoxyacetophenone).

Reaction sib npaug:

C8H9NO plus ligand group → C9H10O3

Cov o-aminoacetophenone yog reacted nrog ib pawg ligand tsim nyog, thiab cov tshuaj tiv thaiv deacylation tshwm sim los tsim 4-hydroxy-2-methoxyacetophenone.

Kauj Ruam 3: Tsim Paeonol.

Reaction sib npaug:

C9H10O3Ntxiv alkaline tov → C9H10O3

4-Hydroxy-2-methoxyacetophenone reacts nrog cov tshuaj alkaline (xws li sodium hydroxide) los ua cov tshuaj deketone los tsim Paeonol.

 

Nws yuav tsum raug sau tseg tias ntau txoj hauv kev tau teev tseg saum toj no tsuas yog ib qho ntawm cov kev sib xyaw ua ke ntawm Paeonol. Raws li kev tshawb fawb sib txawv lub hom phiaj thiab cov xwm txheej, muaj ntau lwm txoj hauv kev los ua ke Paeonol. Tsis tas li ntawd, cov txheej txheem hluavtaws no tsuas yog muab cov kauj ruam kwv yees xwb, thiab cov tshuaj tiv thaiv tshwj xeeb thiab cov ntsiab lus ua haujlwm yuav txawv ntawm cov txheej txheem tshwj xeeb. Yog tias koj txaus siab rau txoj kev sib txuas ntawm Paeonol, nws raug nquahu kom sab laj tus kws tshaj lij organic hluavtaws chemist lossis sab laj txog cov ntaub ntawv tshawb fawb kom tau txais cov ntaub ntawv ntxaws thiab raug, lossis koj tuaj yeem xa email tuaj rau peb, thiab peb yuav teb koj tom qab kev sab laj cov neeg ua haujlwm tshawb fawb.

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