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inquiryName Methyl p-tert-butylphenylacetate Synonyms 2-(4-tert-butoxyphenyl)acetic acid methyl ester;4-tert-butylphenylacetic acid methyl ester CAS NO. 3549-23-3 Molecular Formula C13H1
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inquiryProduct Name: Methyl p-tert-butylphenylacetate CAS: 3549-23-3 MF: C13H18O2 MW: 206.28 EINECS: 222-602-4 Mol File: 3549-23-3.mol Methyl p-tert-butylphenylacetate Structure Methyl p-tert-butylphenylacetate Chemical Properties Boilin
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inquiryMethyl p-ter-butylphenylacetate CAS:3549-23-3 Specification Item Standard Test Results Identification A.H-NMR:Comply with the structure Complies
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methanol
carbon monoxide
4-(1,1-dimethylethyl)-benzenemethanamine
methyl 2-(4-tert-butylphenyl)acetate
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); carbonic acid dimethyl ester; 1,4-di(diphenylphosphino)-butane at 140℃; for 24h; Inert atmosphere; | 74% |
methanol
4-tert-butylbenzyl cyanide
methyl 2-(4-tert-butylphenyl)acetate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid Hydrolysis; Esterification; |
4-tert-butylbenzyl chloride
methyl 2-(4-tert-butylphenyl)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2O / methanol 2: p-TsOH*H2O View Scheme |
methanol
4-t-butylphenylacetic acid
methyl 2-(4-tert-butylphenyl)acetate
Conditions | Yield |
---|---|
With sulfuric acid In methanol for 5h; Reflux; | |
With thionyl chloride at 60℃; for 0.5h; Cooling with ice; |
methyl 2-(4-tert-butylphenyl)acetate
4-t-butylphenylacetic acid
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; methanol; water at 23℃; for 12h; | 100% |
With sodium hydroxide In methanol; water at 20℃; | 39% |
With sodium hydroxide In methanol |
methyl 2-(4-tert-butylphenyl)acetate
4-t-butylphenylacetic acid
Conditions | Yield |
---|---|
With sulfuric acid In methanol; water | 99% |
Conditions | Yield |
---|---|
With C15H29MnNO3P2(1+)*Br(1-); potassium tert-butylate; hydrogen In 1,4-dioxane at 110℃; under 22502.3 Torr; for 24h; Inert atmosphere; Autoclave; | 95% |
With methanol; Na/SiO2 In tetrahydrofuran at 0 - 25℃; Bouveault-Blanc reduction; Inert atmosphere; | 94% |
With lithium aluminium tetrahydride In diethyl ether for 0.5h; Reduction; Heating; | 87% |
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With iron (II) stearate; ethylenediamine In toluene at 20℃; for 0.0833333h; Inert atmosphere; Schlenk technique; Stage #2: In toluene at 100℃; for 20h; Inert atmosphere; Schlenk technique; | 81% |
With diisobutylaluminium hydride In dichloromethane; toluene at -20 - 20℃; | 72% |
methyl 2-(4-tert-butylphenyl)acetate
ethylmagnesium bromide
1-(4-(tert-butyl)benzyl)cyclopropanol
Conditions | Yield |
---|---|
With titanium(IV) isopropylate In tetrahydrofuran at 0 - 20℃; for 0.666667h; Kulinkovich Hydroxycyclopropanation; Inert atmosphere; | 90% |
With titanium(IV) isopropylate at 0℃; for 0.5h; Kulinkovich Hydroxycyclopropanation; Inert atmosphere; |
methyl 2-(4-tert-butylphenyl)acetate
methyl iodide
(+/-)-2-(4-tert-butylphenyl)propionic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.333333h; Stage #2: methyl iodide In tetrahydrofuran at -70 - 20℃; for 16.0833h; | 89% |
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.333333h; Stage #2: methyl iodide In tetrahydrofuran; hexane at 0℃; for 0.5h; | 86% |
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; Stage #2: methyl iodide In tetrahydrofuran at -78℃; for 2h; Further stages.; | |
With lithium hexamethyldisilazane In tetrahydrofuran; hexane; water; ethyl acetate | 2.65 g (53%) |
methyl 2-(4-tert-butylphenyl)acetate
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol Reflux; | 88% |
With hydrazine hydrate In methanol at 50℃; for 2h; |
methyl 2-(4-tert-butylphenyl)acetate
methyl 2-(4-(tert-butyl)phenyl)-2-oxoacetate
Conditions | Yield |
---|---|
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With tert.-butylhydroperoxide; copper(II) oxide In water at 110℃; for 4.5h; Stage #2: With pyridine In water at 50℃; for 4h; | 85% |
methyl 2-(4-tert-butylphenyl)acetate
4-(1,1-Dimethylethyl)phenylmethyl ketone
Conditions | Yield |
---|---|
With sodium hydride In toluene; mineral oil at 20 - 75℃; for 1.83333h; Schlenk technique; Inert atmosphere; | 83.5% |
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With sodium hydride In toluene; mineral oil at 75℃; for 2.5h; Schlenk technique; Stage #2: With hydrogenchloride; water; acetic acid at 130℃; | 70% |
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With sodium hydride In toluene at 75℃; for 2h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride; acetic acid In water at 130℃; for 18h; Schlenk technique; Inert atmosphere; | 52% |
Conditions | Yield |
---|---|
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: propargyl bromide In tetrahydrofuran; toluene; mineral oil at 0 - 20℃; for 16h; Inert atmosphere; | 83% |
methyl 2-(4-tert-butylphenyl)acetate
acrylic acid methyl ester
Conditions | Yield |
---|---|
With (S)-acetamidoalanine; palladium diacetate; silver nitrate at 80℃; for 6h; chemoselective reaction; | A 81% B 13% |
Conditions | Yield |
---|---|
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: benzaldehyde In dichloromethane at 20℃; for 3h; Aldol Condensation; Inert atmosphere; Overall yield = 90percent; diastereoselective reaction; | A 78% B n/a |
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane In dichloromethane at -78℃; for 2h; Inert atmosphere; Stage #2: benzaldehyde In dichloromethane at -78℃; for 3h; Aldol Condensation; Inert atmosphere; Overall yield = 67percent; diastereoselective reaction; | A n/a B 61% |
methyl 2-(4-tert-butylphenyl)acetate
dimethyl sulfate
trimethyl orthoformate
Conditions | Yield |
---|---|
Stage #1: trimethyl orthoformate With titanium tetrachloride In 1,2-dichloro-ethane at 10 - 20℃; for 1h; Inert atmosphere; Stage #2: methyl 2-(4-tert-butylphenyl)acetate In 1,2-dichloro-ethane at 0 - 20℃; for 2h; Inert atmosphere; Stage #3: dimethyl sulfate Further stages; | 77.5% |
Conditions | Yield |
---|---|
With titanium(IV) isopropylate In tetrahydrofuran Inert atmosphere; | 76% |
methyl 2-(4-tert-butylphenyl)acetate
methyl 2-bromo-2-(4-(tert-butyl)phenyl)acetate
Conditions | Yield |
---|---|
With N-Bromosuccinimide; hydrogen bromide In tetrachloromethane Heating; | 65% |
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In chloroform at 60℃; for 1h; |
Conditions | Yield |
---|---|
With trimethylaluminum In tetrahydrofuran; n-heptane at 125℃; for 0.666667h; Microwave irradiation; | 65% |
Conditions | Yield |
---|---|
With titanium(IV) isopropylate; cyclohexylmagnesiumchloride In tetrahydrofuran; diethyl ether at 20℃; for 1.66667h; Kulinkovich Hydroxycyclopropanation; Inert atmosphere; | 61% |
methyl 2-(4-tert-butylphenyl)acetate
bis(pinacol)diborane
Conditions | Yield |
---|---|
With ethanol; iron(II) bromide; sodium t-butanolate In toluene at 100℃; for 24.0833h; Inert atmosphere; Glovebox; | 60% |
methyl 2-(4-tert-butylphenyl)acetate
methyl 2-(4-trifluoromethylphenyl)-2-diazoacetate
Conditions | Yield |
---|---|
With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; Inert atmosphere; | 51% |
With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0 - 20℃; for 12h; | |
With 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0 - 20℃; Inert atmosphere; |
methyl 2-(4-tert-butylphenyl)acetate
4-methylamino-2-methylthiopyrimidine-5-carboxaldehyde
Conditions | Yield |
---|---|
With potassium fluoride on basic alumina In N,N-dimethyl acetamide at 20℃; for 3h; Inert atmosphere; | 41% |
Conditions | Yield |
---|---|
With bis(4-bromobenzoyloxy)iodobenzene; iodine In dichloromethane at 20℃; for 14h; Schlenk technique; Inert atmosphere; Irradiation; | 35% |
2-ethyl-1,3-dithiane
methyl 2-(4-tert-butylphenyl)acetate
2-[2-(4-t-butylphenyl)acetyl]-2-ethyl-1,3-dithiane
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane 1.) -20 deg C, 1 h, 2.) -20 to 25 deg C, 17 h; | |
With n-butyllithium 1.) THF, hexane, -20 deg C, 1 h, 2.) THF, 25 deg C, 17 h.; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With lithium hexamethyldisilazane In tetrahydrofuran for 19h; Ambient temperature; |
ethyl bromide
methyl 2-(4-tert-butylphenyl)acetate
methyl 2-(4-t-butylphenyl)butanoate
Conditions | Yield |
---|---|
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; Stage #2: ethyl bromide In tetrahydrofuran at -78℃; for 2h; Further stages.; |
methyl 2-(4-tert-butylphenyl)acetate
benzyl bromide
2-(4-tert-butyl-phenyl)-3-phenyl-propionic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; Stage #2: benzyl bromide In tetrahydrofuran at -78℃; for 2h; Further stages.; |
methyl 2-(4-tert-butylphenyl)acetate
propyl bromide
2-(4-tert-butyl-phenyl)-pentanoic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; Stage #2: propyl bromide In tetrahydrofuran at -78℃; for 2h; Further stages.; |
methyl 2-(4-tert-butylphenyl)acetate
1-phenyl-2-bromoethane
2-(4-tert-butyl-phenyl)-4-phenyl-butyric acid methyl ester
Conditions | Yield |
---|---|
Stage #1: methyl 2-(4-tert-butylphenyl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; Stage #2: 1-phenyl-2-bromoethane In tetrahydrofuran at -78℃; for 2h; Further stages.; |
methyl 2-(4-tert-butylphenyl)acetate
(4-tert-butyl-phenyl)-acetic acid benzyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aq. NaOH / methanol 2: Cs2CO3 / dimethylformamide View Scheme |
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