4-Methoxyphenylacetone, tseem hu ua p-Anisylcetone, yog cov organic compound nrog cov tshuaj formula C10H12O2. Nws yog dawb crystal hmoov. Nws yog insoluble hauv dej, tab sis soluble hauv ethanol, ether, chloroform thiab benzene.
4-Methoxyphenyacetone tuaj yeem hloov pauv los ntawm ntau yam tshuaj tiv thaiv. Cov hauv qab no yog qee yam tshuaj tiv thaiv kab mob:
1. Reactive methylene: 4-Methoxyphenylacetone tuaj yeem hnov mob nrog sulfuric acid thiab formic acid nyob rau hauv acidic tej yam kev mob los tsim active methylene, thiab ntxiv react nrog aromatic amine los ua N-aryl formamide analogues.
2. Ethanol esterification: 4-Methoxyphenylacetone tuaj yeem esterified nrog ethanol nyob rau hauv acid catalysis kom tau txais 4-Methoxyphenylacetate.
3. Hydrogenation: 4-Methoxyphenyacetone tuaj yeem txo tau rau 4-Methoxyphenylacetone los ntawm catalytic hydrogenation.
4. Ua cov tshuaj tiv thaiv electrophilic ntxiv: 4-Methoxyphenylacetone tuaj yeem ua cov tshuaj tiv thaiv electrophilic ntxiv nrog electrophilic reagents (xws li halogenated hydrocarbon, acyl halide, acid anhydride, thiab lwm yam) kom tau txais cov khoom sib txawv.
5. Aromatic exchange reaction: 4-Methoxyphenylacetone can form new aromatic ketone analogues through ester exchange reaction with aromatic carboxylic acid.
Cov tshuaj tiv thaiv no qhia tau tias 4-Methoxyphenylacetone muaj qee yam reactivity thiab tuaj yeem siv los ua ke ntau yam ntawm cov organic tebchaw.
4-Methoxyphenylacetone tuaj yeem tsim los ntawm aldol condensation cov tshuaj tiv thaiv ntawm acetophenone. Txoj kev tshwj xeeb synthesis yog raws li nram no:
1. Synthesis of 2,4-Dimethoxyacetophenone: cov tshuaj tiv thaiv ntawm acetophenone thiab methanol nyob rau hauv catalysis ntawm sulfuric acid kom tau 2,4-Dimethoxyacetophenone.
2. Synthesis ntawm 2,4-Dimethoxyacetophenone hydroxyaldehyde: 2,4-Dimethoxyacetophenone thiab formaldehyde yog reacted nyob rau hauv lub xub ntiag ntawm sodium hydroxide kom tau 2,4-Dimethoxyacetophenone hydroxyaldehyde.
3. Synthesis ntawm 4-Methoxyphenylacetone: 2,4-dimethoxyphenylacetophenone hydroxyaldehyde yog rhuab nyob rau hauv lub xub ntiag ntawm hydrochloric acid los tsim 4-Methoxyphenylacetone.
Cov kauj ruam ntxaws yog raws li nram no:
Kauj ruam 1: Synthesis ntawm 2, 4-Dimethoxyacetophenone
Chemical Reaction Equation: C6H5CH2COCH3plus 2 CH3OH plus H2YOG4→ (CH3O)2C6H3CH2C (O) CH3plus 2 H2O plus H2YOG4
Qhov piv ntawm acetophenone thiab methanol yog 1: 2, ib qho me me ntawm sulfuric acid yog ntxiv nyob rau hauv nplawm tej yam kev mob raws li catalyst, thiab cov tshuaj tiv thaiv yog ua nyob rau hauv chav tsev kub rau 12 teev. Tom qab cov tshuaj tiv thaiv, dilute cov tshuaj tiv thaiv nrog dej, ntxiv saturated sodium carbonate tov rau neutralization, thiab cais cov organic theem nrog ib tug cais funnel. Qhuav cov organic theem nrog anhydrous sodium sulfate, thiab tom qab ntawd tshem tawm cov kuab tshuaj nrog lub evaporator rotary kom tau cov khoom dawb ntawm 2, 4-dimethoxy acetophenone.
Kauj ruam 2: Synthesis ntawm 2, 4-Dimethoxyacetophenone hydroxyaldehyde
Chemical Reaction Equation: (CH3O) 2C6H3CH2C(O)CH3plus HCHO plus NaOH → (CH3O)2C6H3CH (OH) CH2C(O)CH3NaCl plus H2O
Sib tov 2,4-Dimethoxyacetophenone thiab formaldehyde hauv molar piv ntawm 1: 1.2, ntxiv cov sodium hydroxide tsim nyog, thiab cua sov thiab do hauv dej da dej rau cov tshuaj tiv thaiv rau 12 teev. Tom qab cov tshuaj tiv thaiv, neutralize cov tshuaj tiv thaiv nrog saturated hydrochloric acid tov, thiab cais cov organic theem nrog ib tug cais funnel.
Cov hauv qab no yog txoj kev kuaj kev sib txuas ntawm 4-Methoxyphenylacetone:
Chemical Reaction Equation: C6H5CH2COCH3plus 2 CH3OH plus H2YOG4→ (CH3O)2C6H3CH2C(O) CH3plus 2 H2O plus H2YOG4
(CH3O)2C6H3CH2C(O)CH3HCl → C10H12O2Cl2plus 2 CH3OH
Kev sim cov kauj ruam:
1. Synthesis ntawm 2, 4-Dimethoxyacetophenone:
Sib tov acetophenone (1 mol) thiab methanol (2 mol), ntxiv me me ntawm sulfuric acid li catalyst, do rau cov tshuaj tiv thaiv ntawm chav tsev kub rau 12 teev, dilute cov tshuaj tiv thaiv nrog dej, ntxiv saturated sodium carbonate tov rau neutralization, thiab cais. cov organic theem nrog ib tug cais funnel. Qhuav cov organic theem nrog anhydrous sodium sulfate, thiab tom qab ntawd tshem tawm cov kuab tshuaj nrog lub evaporator rotary kom tau cov khoom dawb ntawm 2, 4-dimethoxy acetophenone.
2. Synthetic 4-Methoxyphenyacetone:
Sib tov 2,4-dimethoxy acetophenone (1 mol) thiab formaldehyde (1.2 mol) raws li qhov sib piv ntawm cov molar, ntxiv cov sodium hydroxide kom tsim nyog, thiab cua sov thiab do hauv dej da dej rau 12 teev. Tom qab cov tshuaj tiv thaiv, neutralize cov tshuaj tiv thaiv nrog saturated hydrochloric acid tov, thiab cais cov organic theem nrog ib tug cais funnel. Qhuav cov organic theem nrog anhydrous sodium sulfate, thiab tom qab ntawd tshem tawm cov kuab tshuaj nrog lub evaporator rotary kom tau txais 4-Methoxyphenylacetone oily kua khoom.
3. Purified 4-Methoxyphenyacetone:
Ntxiv 4-Methoxyphenylacetone oily kua khoom rau hauv ib qho me me ntawm hydrochloric acid kom tau txais 4-Methoxyphenylacetone hydrochloride nag lossis daus, tshem tawm cov nag lossis daus nrog anhydrous ether, ces qhuav cov organic theem nrog anhydrous sodium sulfate, tshem tawm cov kuab tshuaj nrog ib tug rotary evaporator, thiab tau txais 4-Methoxyphenylacetone dawb khoom.
Cov saum toj no yog cov txheej txheem kuaj sim ntawm 4-Methoxyphenylacetone. Nws yuav tsum tau muab sau tseg tias qhov tsim nyog kev tiv thaiv kev tiv thaiv yuav tsum tau ua thaum lub sij hawm sim thiab kev ua hauj lwm yuav tsum tau ua raws li nruj raws li cov kev sim.
Kev lag luam synthesis ntawm 4-Methoxyphenyacetone feem ntau suav nrog ob txoj hauv qab no:
Txoj Kev 1: Toluene tau tsim los ntawm carboxylation, txo qis, acylation thiab formaldehyde condensation. Txoj kev tshwj xeeb synthesis yog raws li nram no:
Toluene ntxiv rau cobalt oxide 3 zaug → p-toluenoic acid
P-toluenoic acid ntxiv manganese / zinc → methyl p-toluenoic acid
Methyl p-toluene formate ntxiv nitric acid → methyl p-methoxybenzoate
Methyl p-methoxybenzoate ntxiv sodium hydroxide → p-methoxybenzaldehyde
P-methoxybenzaldehyde ntxiv rau acetone ntxiv rau hydrochloric acid → 4-Methoxyphenylacetone
Txoj Kev 2: styrene tau tsim los ntawm hydroxymethylation, oxidation thiab acylation. Txoj kev tshwj xeeb synthesis yog raws li nram no:
Styrene ntxiv rau methanol ntxiv catalyst → p-methoxy styrene
P-methoxy styrene ntxiv oxidant → p-methoxy styrene aldehyde
P-Methoxystyrene aldehyde ntxiv rau oxidant → 4-Methoxyphenylacetone
Ob qho tib si ntawm ob txoj kev sib xyaw no muaj qee qhov zoo thiab qhov tsis zoo, tab sis tam sim no, thawj txoj kev yog siv los tsim cov khoom ntawm 4-Methoxyphenylacetone hauv kev lag luam. Cov txheej txheem siv cov khoom siv qis qis, cov tshuaj tiv thaiv me me thiab cov tshuaj tiv thaiv siab, thiab tsim nyog rau kev lag luam loj.

