CAS No.5445-77-2,2-methyl-3-phenylpropionaldehyde Suppliers

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2-methyl-3-phenylpropionaldehyde; 2-Methyl-3-phenylpropanal; NSC22266; 2-Benzylpropanal; 3-Phenyl-2-methylpropanal; α-Methylbenzenepropanal; α-Methylbenzenepropionaldehyde; 2-Benzylpropionaldehyde CAS No: 5445-77-2 Molecular formula

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Synthetic route

: 1504-55-8, 39924-63-5, 55131-20-9
(E)-3-phenyl-2-methyl-2-propenol

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With (1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; hydrogen In tetrahydrofuran at 23℃; for 1h;	100%
With cis-chloromethyl[bis(dicyclohexylphosphino)ethane]palladium(II); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In 1,2-dichloro-ethane; cyclohexene at 20 - 85℃; for 18h; Inert atmosphere; Sealed tube;	92%
With iron pentacarbonyl In pentane for 1h; UV-irradiation;	90%

: 1504-55-8
2-methyl-3-phenylprop-2-en-1-ol

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With [Os(η(5)-C5,κ-N-Cp(N))(CH3CN)2]PF6 In tetrahydrofuran-d8 at 60℃; for 13h; Inert atmosphere;	98%
With C51H41P2Ru(1+)*C32H12BF24(1-) In toluene at 20℃; for 4h;

: 101-39-3
2-methyl-3-phenyl-2-propenal

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With [RhCl(PPh3)]; hydrogen; sodium acetate; triphenylphosphine In benzene at 110℃; under 103430 Torr; for 24h;	96%
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 2h; chemoselective reaction;	96%
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 2h; chemoselective reaction;	94%

: 15174-47-7
α-methyl-trans-cinnamaldehyde

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With La(pta)3; hydrogen; palladium on activated charcoal In benzene under 750.06 Torr; Ambient temperature;	95%
With hydrogen; β-cyclodextrin/Pd In water at 25℃; under 15001.2 Torr; for 2h;	91%
With triethanolamine; [RuII(2,2′-bipyrazyl)2(4,4′-dichloro-2,2′-bipyridyl)]Cl2; thermophilic Old Yellow Enzyme; paraquat dichloride In ethanol; water at 20℃; for 4h; pH=8; Reagent/catalyst; Solvent; Time; pH-value; UV-irradiation;	68%

: 104-53-0
3-phenyl-propionaldehyde

: 50-00-0
formaldehyd

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
Stage #1: 3-phenyl-propionaldehyde; formaldehyd With pyrrolidine; p-N,N-dimethylaminobenzoic acid In dichloromethane; water at 45℃; for 0.25h; Stage #2: With hydrogenchloride; triethylsilane; palladium dichloride; tricyclohexylphosphine In dichloromethane; water at 0 - 20℃; Darkness;	95%

: 22436-06-2, 77943-96-5, 78964-61-1, 7384-80-7
2-methyl-3-phenylpropanol

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
Swern oxidation;	94%
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide In dichloromethane at -10 - -5℃; for 0.416667h; pH=9.5;	84%
With chromium(VI) oxide	82%

: 30457-88-6
2-benzyl-2-propenal

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With triethylsilane; palladium dichloride; tricyclohexylphosphine In tetrahydrofuran; water at 20℃; for 1h;	93%
With triethylsilane; sulfuric acid; 5%-palladium/activated carbon In tetrahydrofuran at 20℃; for 0.5h;	92%
Stage #1: 2-benzyl-2-propenal With triethylsilane; 5%-palladium/activated carbon In water; acetonitrile at 20℃; for 2h; Stage #2: With oxygen In water; acetonitrile at 20℃;

: 637-50-3
1-phenylpropene

: 201230-82-2
carbon monoxide

A: 5445-77-2
2-benzylpropionaldehyde

B: 2439-43-2
(2RS)-2-phenylbutanal

Conditions

Conditions	Yield
With hydrogen; carbonylhydridetris(triphenylphosphine)rhodium(I) In benzene at 90℃; under 76000 Torr; for 48h;	A 7.2% B 92.8%
With acetylacetonatodicarbonylrhodium(l); trisodium tris(3-sulfophenyl)phosphine; heptakis(2,6-di-O-methyl)cyclomaltoheptaose; hydrogen In water at 80℃; under 38000 Torr; for 6h; stainless steel autoclave; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 250607-20-6
3-(1'-hydroxy-2'-benzylpropyl)-5,5-dimethyloxazolidin-2-one

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With sodium hydroxide; sodium hydrogensulfite Elimination;	91%

: 250607-20-6
3-(1'-hydroxy-2'-benzylpropyl)-5,5-dimethyloxazolidin-2-one

A: 1121-83-1
5,5-dimethyl-oxazolidin-2-one

B: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With sodium hydroxide; sodium hydrogensulfite for 6h; pH=9;	A 81% B 91%

: 591-50-4
iodobenzene

: 513-42-8
3-hydroxy-2-methyl-1-propene

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride; sodium hydrogencarbonate; palladium diacetate In water at 80℃; for 20h;	81%
With palladium diacetate; triethylamine In acetonitrile at 100℃; for 11h; Inert atmosphere; Reflux;	60%
With tetrabutylammomium bromide; sodium hydrogencarbonate; palladium dichloride at 120℃; for 8h; Heck coupling;	52%

: 2109-87-7
2-Benzyl-1-methoxy-propan-2-ol

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With formic acid at 100℃; for 3h;	79%
With ion-exchange resin + form>

: 165881-60-7
(R)-2-benzyl-2-methyloxirane

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With perchloric acid In 1,4-dioxane at 20℃; for 0.583333h; Rearrangement;	79%

: 69468-43-5
4,4,6-trimethyl-2-(1-methyl-2-phenyl-ethyl)-[1,3]oxazinane

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With oxalic acid	78.2%

: 15174-47-7
α-methyl-trans-cinnamaldehyde

A: 1504-55-8, 39924-63-5, 55131-20-9
(E)-3-phenyl-2-methyl-2-propenol

B: 5445-77-2
2-benzylpropionaldehyde

C: 22436-06-2, 77943-96-5, 78964-61-1, 7384-80-7
2-methyl-3-phenylpropanol

Conditions

Conditions	Yield
With dmap; formic acid; hexarhodium hexadecacarbonyl; carbon monoxide In tetrahydrofuran at 30℃; under 3800 Torr; for 10h;	A 78% B 0 % Chromat. C 6 % Chromat.
With dmap; formic acid; hexarhodium hexadecacarbonyl; carbon monoxide In tetrahydrofuran at 30℃; under 3800 Torr; for 10h; Product distribution; base effect;

...Expand

: 2629-47-2
diphenylantimony(III) chloride

: 513-42-8
3-hydroxy-2-methyl-1-propene

A: 92-52-4
biphenyl

B: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With palladium diacetate In acetonitrile at 25℃; for 44h; Yields of byproduct given;	A n/a B 67%

...Expand

: 108-86-1
bromobenzene

: 513-42-8
3-hydroxy-2-methyl-1-propene

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With N-Methyldicyclohexylamine; bis(dibenzylideneacetone)-palladium(0); 2-[bis(1,1-dimethylethyl)phosphino]-1-phenyl-1H-indole In N,N-dimethyl-formamide at 100℃; for 2h; Inert atmosphere;	66%
With sodium hydrogencarbonate; palladium In N,N,N,N,N,N-hexamethylphosphoric triamide
With sodium hydrogencarbonate; triethyl phosphite; palladium(II) chloride In N,N,N,N,N,N-hexamethylphosphoric triamide
With sodium hydrogencarbonate In N,N,N,N,N,N-hexamethylphosphoric triamide

: 300-57-2
allylbenzene

: 201230-82-2
carbon monoxide

A: 873-66-5
1-propenylbenzene

B: 103-65-1
Propylbenzene

C: 5445-77-2
2-benzylpropionaldehyde

D: 18328-11-5
3-benzyl propionaldehyde

Conditions

Conditions	Yield
With hydrogen; N-dodecyl-N-(2-hydroxyethyl)-N,N-dimethylammonium bromide; {Rh(cod)[μ-S(CH2)3Si(OMe)3]}2; triphenylphosphine In water; butan-1-ol at 80℃; under 10350.8 Torr; for 6h; microemulsion/sol-gel; Further byproducts given;	A 5% B 1.5% C 30% D 62.8%

...Expand

: 15174-47-7
α-methyl-trans-cinnamaldehyde

A: 1504-55-8, 39924-63-5, 55131-20-9
(E)-3-phenyl-2-methyl-2-propenol

B: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With dicobalt octacarbonyl; water In 1,2-dimethoxyethane for 2h; Heating;	A 35% B 60%
With (acetylacetonato)dicarbonylrhodium (l); hydrogen In water; toluene at 60℃; under 37503.8 Torr; for 22h; chemoselective reaction;

: 25957-48-6
Sodium; 3-benzyl-3-methyl-oxirane-2-carboxylate

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With hydrogenchloride In water for 2h; Heating;	52%

: 934-56-5
trimethyl(phenyl)stannane

: 107-02-8
acrolein

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With water; bis(acetonitrile)(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate In tetrahydrofuran at 60℃;	52%

: 78-85-3
2-methylpropenal

: 143-66-8
sodium tetraphenyl borate

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With sodium acetate; antimony(III) chloride; palladium diacetate In acetic acid at 25℃; for 24h;	41%

: 591-50-4
iodobenzene

: 78-84-2
isobutyraldehyde

A: 22859-80-9
2-benzyl-3-phenylpropionaldehyde

B: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With palladium diacetate; silver trifluoroacetate; 3-amino propanoic acid In acetic acid at 80℃; for 24h; Schlenk technique; Inert atmosphere; chemoselective reaction;	A 37% B 34%

...Expand

: 78-85-3
2-methylpropenal

: 603-36-1
triphenylantimony

A: 92-52-4
biphenyl

B: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With silver(I) acetate; palladium diacetate In acetic acid at 25℃; for 24h;	A n/a B 35%

...Expand

: 78-85-3
2-methylpropenal

: 603-36-1
triphenylantimony

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With palladium diacetate; silver(I) acetate; antimony(III) chloride; acetic acid at 25℃; for 24h;	35%

: 201230-82-2
carbon monoxide

: 766-90-5
cis-1-phenyl-1-propylene

A: 5445-77-2
2-benzylpropionaldehyde

B: 106356-54-1
S-2-phenylbutyraldehyde

C: 42307-60-8
(S)-2-methylbutanal

Conditions

Conditions	Yield
With acetylacetonatodicarbonylrhodium(l); hydrogen; (R,S)-binaphos In benzene under 76000 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;	A 22% B n/a C n/a

...Expand

: 873-66-5
1-propenylbenzene

: 201230-82-2
carbon monoxide

A: 5445-77-2
2-benzylpropionaldehyde

B: 106356-54-1
S-2-phenylbutyraldehyde

C: 42307-60-8
(S)-2-methylbutanal

Conditions

Conditions	Yield
With acetylacetonatodicarbonylrhodium(l); hydrogen; (R,S)-binaphos In benzene under 76000 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;	A 2% B n/a C n/a
With acetylacetonatodicarbonylrhodium(l); (R)-<2-(diphenylphosphino)-1,1'-binaphthalen-2'-yl><(S)-1,1'-binaphthalen-2,2'-diyl>phosphite>; hydrogen In benzene at 60℃; under 76000 Torr; for 50h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With Rh(acac)2(CO)2; C66H70N4O7P2; hydrogen at 40℃; under 3878.71 Torr; for 24h; optical yield given as %ee;

...Expand

: 1009-67-2
2-methyl-3-phenylpropanoic acid

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
With manganese(IV) oxide; formic acid; pumice stone-catalyst at 350℃;
Multi-step reaction with 2 steps 1: LAH / diethyl ether / 20 °C 2: Dess-Martin periodinane / CH2Cl2 / 0 - 25 °C View Scheme
Multi-step reaction with 2 steps 1: borane-THF / tetrahydrofuran / 2 h / 0 - 20 °C 2: Dess-Martin periodane / dichloromethane / 5 h / 0 - 20 °C View Scheme

: 23878-88-8
4,4,6-trimethyl-2-vinyl-5,6-dihydro-4H-[1,3]oxazine

: phenylmagnesium bromide

: 74-88-4
methyl iodide

: 5445-77-2
2-benzylpropionaldehyde

Conditions

Conditions	Yield
Multistep reaction;

...Expand

: 920-66-1
1,1,1,3',3',3'-hexafluoro-propanol

: 5445-77-2
2-benzylpropionaldehyde

: 1431387-08-4
1,1,1,3,3,3-hexafluoropropan-2-yl 2-methyl-3-phenylpropanoate

Conditions

Conditions	Yield
With pyridine; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate at 20℃; Sealed tube;	90%

: 754-34-7
1,1,1,2,2,3,3-heptafluoro-3-iodo-propane

: 5445-77-2
2-benzylpropionaldehyde

: C13H11F7O

Conditions

Conditions	Yield
With C34H53NO In dichloromethane at 20℃; for 16h; Inert atmosphere; Irradiation; enantioselective reaction;	90%

: 5445-77-2
2-benzylpropionaldehyde

: 22436-06-2, 77943-96-5, 78964-61-1, 7384-80-7
2-methyl-3-phenylpropanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃;	89%
With sodium tetrahydroborate In methanol at 20℃; Reduction;	76%
With sodium tetrahydroborate In methanol at 20℃; for 2h;
Multi-step reaction with 3 steps 1: aldehyde dehydrogenase from bovine lens; NAD / aq. phosphate buffer / 7 h / 30 °C / pH 8 / Enzymatic reaction 2: thionyl chloride / 4 - 42 °C 3: diisobutylaluminium hydride / tetrahydrofuran / 1 h / -70 °C / Inert atmosphere View Scheme
With imine reductase from Streptomyces ipomoeae; NADPH In methanol at 30℃; for 0.166667h; pH=9.5; Enzymatic reaction;

: 122-97-4
3-Phenyl-1-propanol

: 5445-77-2
2-benzylpropionaldehyde

: C19H24O

Conditions

Conditions	Yield
With triethylsilane; iron(III) chloride In nitromethane at 20℃; for 1h;	86%

: 941-69-5
N-phenyl-maleimide

: 5445-77-2
2-benzylpropionaldehyde

: 1258548-56-9
2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methyl-3-phenylpropanal

Conditions

Conditions	Yield
With 1-((1R,2R)-2-aminocyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea In dichloromethane at 20℃; for 6h; Michael addition; enantioselective reaction;	85%

: 5445-77-2
2-benzylpropionaldehyde

: 624-48-6
dimethyl cis-but-2-ene-1,4-dioate

: dimethyl 2-(2-methyl-3-phenylpropanoyl)succinate

Conditions

Conditions	Yield
With (di-p-tert-butylbenzoxyiodo)benzene In acetonitrile at 20℃; for 48h; Inert atmosphere; Irradiation;	82%

: 5445-77-2
2-benzylpropionaldehyde

: 2-methyl-3-phenylpropionaldehyde-1,2-d1,d1

Conditions

Conditions	Yield
With water-d2; C27H37N4O4(1+)*Br(1-); sodium hydrogencarbonate In dichloromethane at 30℃; for 12h;	82%

: 623-73-4
diazoacetic acid ethyl ester

: 5445-77-2
2-benzylpropionaldehyde

: 1487425-87-5
ethyl 2-diazo-3-hydroxy-4-methyl-5-phenylpentanoate

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene; acetonitrile at 25℃; Inert atmosphere;	81%

: 5445-77-2
2-benzylpropionaldehyde

: 1009-67-2
2-methyl-3-phenylpropanoic acid

Conditions

Conditions	Yield
With potassium permanganate	80%

: 2761-33-3
2-acetoxytetrahydropyran

: 7677-24-9
trimethylsilyl cyanide

: 5445-77-2
2-benzylpropionaldehyde

: 3-methyl-4-phenyl-2-(tetrahydro-pyran-2-yloxy)-butyronitrile

Conditions

Conditions	Yield
Stage #1: trimethylsilyl cyanide; 2-benzylpropionaldehyde; iron(III) trifluoromethanesulfonate In various solvent(s) at 0℃; for 0.5h; Stage #2: 2-acetoxytetrahydropyran In various solvent(s) at -78℃; for 3h;	78%

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: 22852-52-4
pentacarbonyl{(N,N-dimethylamino)methylcarbene}chromium(0)

: 5445-77-2
2-benzylpropionaldehyde

: (CO)5CrC(N(CH3)2)CH2CH(OH)CH(CH3)CH2C6H5

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane addn. of n-butyllithium soln. (hexane) to Cr complex soln. (THF) under Ar, -78°C; addn. of aldehyde soln.; stirring, 10 min; quenching by satd. aq. NH4Cl; chromy. (silica gel); diasteromeric ratio 4:1, inseparable;	78%
With sodium (hexamethyl) disilylamide In tetrahydrofuran; hexane addn. of base soln. (hexane) to Cr complex soln. (THF) under Ar, -78°C; addn. of aldehyde soln.; stirring, 10 min; quenching by satd. aq. NH4Cl; chromy. (silica gel); diasteromeric ratio 4:1;	44%
With lithium (hexamethyl) disilylamide In tetrahydrofuran; hexane addn. of base soln. (hexane) to Cr complex soln. (THF) under Ar, -78°C; addn. of aldehyde soln.; stirring, 10 min; quenching by satd. aq. NH4Cl; chromy. (silica gel); diasteromeric ratio 3:1;	27%
With potassium (hexamethyl) disilylamide In tetrahydrofuran; hexane addn. of base soln. (hexane) to Cr complex soln. (THF) under Ar, -78°C; addn. of aldehyde soln.; stirring, 10 min; quenching by satd. aq. NH4Cl; chromy. (silica gel); diasteromeric ratio 2:1;	26%
With potassium (hexamethyl) disilylamide In tetrahydrofuran; hexane addn. of base soln. (hexane, 18-crown-6) to Cr complex soln. (THF) under Ar, -78°C; addn. of aldehyde soln.; stirring, 10 min; quenching by satd. aq. NH4Cl; chromy. (silica gel); diasteromeric ratio 2.4:1;	6%

: 355-43-1
n-perfluorohexyl iodide

: 5445-77-2
2-benzylpropionaldehyde

: 2-benzyl-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-2-methyloctanal

Conditions

Conditions	Yield
With pyrrolidine In dichloromethane at 20℃; for 16h; Reagent/catalyst; Solvent; Wavelength; Inert atmosphere; Irradiation;	78%

: 423-39-2
1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane

: 5445-77-2
2-benzylpropionaldehyde

: 2-benzyl-3,3,4,4,5,5,6,6,6-nonafluoro-2-methylhexanal

Conditions

Conditions	Yield
With pyrrolidine In dichloromethane at 20℃; for 16h; Inert atmosphere; Irradiation;	78%

: 507-63-1
1-iodoheptadecafluorooctane

: 5445-77-2
2-benzylpropionaldehyde

: 2-benzyl-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-2-methyldecanal

Conditions

Conditions	Yield
With pyrrolidine In dichloromethane at 20℃; for 16h; Inert atmosphere; Irradiation;	75%

: 5445-77-2
2-benzylpropionaldehyde

: methyl (2S)-5-amino-2-methyl-6-[[4-(methoxycarbonyl)cyclohexyl]amino]-1,2,3,4-tetrahydroquinoline-1-carboxylate

: methyl (7S)-7-methyl-2-(1-phenylpropan-2-yl)-3-[4-(methoxycarbonyl)cyclohexyl]-3H,6H,7H,8H,9H-imidazo[4,5-f]quinoline-6-carboxylate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 3h;	72%

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