5337-93-9

Basic information

• Product Name: 4'-Methylpropiophenone
• Synonyms: ETHYL-P-TOLYLKETON;LABOTEST-BB LT00053050;4'-METHYLPROPIOPHENONE;4-METHYLPROPIOPHENONE;P-TOLYL ETHYL KETONE;P-METHYLPROPIOPHENONE;P-Methyl phenylethylketone;4'-METHYLPROPIOPHENONE, TECH, 90%
• CAS NO: 5337-93-9
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.2
• EINECS: 226-267-5
• Product Categories: Aromatic Propiophenones (substituted);C10;Carbonyl Compounds;Ketones;Carbonyl Compounds
• Mol File: 5337-93-9.mol
• Article Data: 133

Chemical Properties

• Melting Point: 7.2 °C
• Boiling Point: 238-239 °C(lit.)
• Flash Point: 229 °F
• Appearance: clear light yellow liquid
• Density: 0.993 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0423mmHg at 25°C
• Refractive Index: n20/D 1.528(lit.)
• Solubility: Soluble in chloroform and hexane.
• BRN: 2042137
• CAS DataBase Reference: 4'-Methylpropiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Methylpropiophenone(5337-93-9)
• EPA Substance Registry System: 4'-Methylpropiophenone(5337-93-9)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 5337-93-9(Hazardous Substances Data)

Usage

Chemical Properties

clear light yellow liquid

Applications

4′-Methylpropiophenone is a chemical reagent used in electrocarboxylation reactions.

Appearance

Clear Colourless Oil

Definition

ChEBI: Propiophenone bearing a methyl group at C-4.

InChI:InChI=1/C10H12O/c1-3-10(11)9-6-4-8(2)5-7-9/h4-7H,3H2,1-2H3

Synthetic route

1-p-tolyl-1-propanol (25574-04-3) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With potassium hexafluorophosphate; tert.-butylnitrite; 9-azabicyclo<3.3.1>nonane-N-oxyl; oxygen In water at 60℃; under 2250.23 Torr; for 4.5h; Autoclave; Green chemistry;	99%
With 2,6-dimethylpyridine; 9-azabicyclo<3.3.1>nonane-N-oxyl; sodium perchlorate In acetonitrile for 8.66h; Inert atmosphere; Electrochemical reaction;	93%
With Iron(III) nitrate nonahydrate; 9-azabicyclo<3.3.1>nonane-N-oxyl In acetonitrile at 20℃; for 8h;	92%

1-(4-methylphenyl)-2-propen-1-ol (58824-48-9) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With [Ru(η(3):η(3)-C10H16)Cl(O2CCH3)] In aq. phosphate buffer at 50℃; for 5h; pH=7; Sealed tube; Inert atmosphere;	99%
With Fe(II)(bis(2-(diisopropylphosphino)ethyl)amine)(CO)(H)(Cl); potassium tert-butylate In toluene at 80℃; for 1h; Inert atmosphere;	97%
With C30H29BrMnNO2P2; potassium tert-butylate In toluene at 120℃; for 1h;	90%

C11H16O → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With dihydrogen peroxide; bromine In dichloromethane; water at 20℃; for 24h;	98%

1-(p-tolyl)propan-1-one oxime (54582-25-1, 54582-32-0, 59507-21-0) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With sodium nitrite In water; acetonitrile at 40℃; for 1h;	97%
With Iron(III) nitrate nonahydrate; oxygen In toluene at 37℃; under 760.051 Torr; for 1.5h; Schlenk technique; Green chemistry;	89%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; Trametes versicolor laccase; water In acetonitrile at 20℃; for 12h; pH=5; Enzymatic reaction;

2-bromo-4'-methylpropiophenone (92821-88-0, 1451-82-7) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With bismuth(III) chloride; sodium tetrahydroborate In tetrahydrofuran for 4h; Ambient temperature;	94.6%
Multi-step reaction with 2 steps 1: potassium carbonate / acetone / Reflux 2: bis(pinacol)diborane; sodium t-butanolate; 2,6-bis[1-(2,6-dimethylphenylimino)ethyl]pyridine cobalt(II)dichloride / tetrahydrofuran; methanol / 3 h / 65 °C / Schlenk technique; Inert atmosphere View Scheme

p-allyltoluene (3333-13-9) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With tert.-butylhydroperoxide; palladium diacetate; toluene-4-sulfonic acid In water; acetonitrile at 20℃; for 6h; Wacker Oxidation; chemoselective reaction;	93%

sodium 4-methylbenzenesulfinate (824-79-3) + propiononitrile (107-12-0) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With palladium(II) trifluoroacetate; trifluoroacetic acid; 6-methyl-2,2'-bipyridine In tetrahydrofuran; water at 100℃; for 1h; Microwave irradiation;	91%

propionic acid anhydride (123-62-6) + toluene (108-88-3) → 2-methylpropiophenone (2040-14-4) + 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
HZSM-5 at 250℃; for 12h; other catalyst: HY-Zeolite; Yield given;	A n/a B 90%
HZSM-5 at 250℃; for 12h; other catalyst: HY-Zeolite; Yields of byproduct given;	A n/a B 90%
With ruthenium sulfate; zirconium(IV) oxide at 110℃; for 2h; Product distribution; Further Variations:; Reagents;

2-phenoxy-1-(p-tolyl)propan-1-one (204908-05-4) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With 2,6-bis[1-(2,6-dimethylphenylimino)ethyl]pyridine cobalt(II)dichloride; bis(pinacol)diborane; sodium t-butanolate In tetrahydrofuran; methanol at 65℃; for 3h; Schlenk technique; Inert atmosphere;	90%

1-(1H-benzo[d][1,2,3]triazol-1-yl)propan-1-one (54264-50-5) + para-methylphenylmagnesium bromide (4294-57-9) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
In tetrahydrofuran at 0℃; for 1.5h;	89%

4-methylphenylboronic acid (5720-05-8) + propiononitrile (107-12-0) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With 1,10-Phenanthroline; nickel(II) bromide 2-methoxyethyl ether complex; sodium hydrogencarbonate In water at 100℃; for 5h; Autoclave;	89%

propionyl chloride (79-03-8) + tri(p-tolyl)bismuth (5142-75-6) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With triethylamine; triphenylphosphine; palladium dichloride In 1,4-dioxane at 80℃; for 4h;	88%
With triethylamine; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 80℃; for 3h;	77%

propionyl chloride (79-03-8) + pTolSnR3 → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
Pd(phenylimino)acenaphthene dimethyl fumarate In N,N-dimethyl-formamide at 50℃; for 17h;	85%

α-chloro-4-methyl propiophenone (69673-92-3) → 4'-methylpropiophenone (5337-93-9) + (R,S)-2-(4'-methylphenyl) propionic acid (938-94-3)

Conditions	Yield
With methyloxirane In water; acetone Irradiation; pH neutral;	A 5% B 84%

1-(p-tolyl)cyclopropan-1-ol (40122-37-0) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With dipotassium peroxodisulfate; silver nitrate In water; acetone at 50℃; for 12h; Solvent;	83%

ethyl bromide (74-96-4) + para-methylbenzonitrile (104-85-8) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
Stage #1: ethyl bromide With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: para-methylbenzonitrile With copper(l) iodide In tetrahydrofuran at 20℃; for 10h; Inert atmosphere; Stage #3: With hydrogenchloride; water In tetrahydrofuran at 0 - 20℃;	80%

propionic acid (802294-64-0) + toluene (108-88-3) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With polyphosphoric acid for 0.025h; Microwave irradiation;	80%

triethyl borane (97-94-9) + S-2-(1-(methoxyimino)ethyl)phenyl 4-methylbenzothioate → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With Cu(I) 3-methylsalicylate In N,N-dimethyl-formamide for 1h; Microwave irradiation; Heating; Inert atmosphere; Sealed tube;	80%

propionyl chloride (79-03-8) + toluene (108-88-3) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With aluminium trichloride for 3h; Friedel-Crafts acylation; cooling;	76%
With carbon disulfide; aluminium trichloride
With titanium tetrachloride

N,N-dimethyl-formamide (68-12-2, 33513-42-7) + para-methylacetophenone (122-00-9) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With ammonium peroxydisulfate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In water at 110℃; for 3h; Inert atmosphere; Sealed tube;	76%

methylmagnesium bromide (75-16-1) + 2-(toluene-4-sulfonyl)-1-p-tolylethanone (61820-95-9) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With bis(triphenylphosphine)nickel(II) diiodide; tricyclohexylphosphine In tetrahydrofuran at 80℃; Kumada Cross-Coupling; Inert atmosphere;	75%

4-methyl-α-ethylstyrene (21758-18-9) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; oxygen; 2,5-Dimercapto-1,3,4-thiadiazole In acetonitrile at 20 - 80℃; under 760.051 Torr; for 15h; Schlenk technique;	62%

propionyl chloride (79-03-8) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
Stage #1: propionyl chloride With aluminum (III) chloride In toluene at -5 - 20℃; for 1h; Stage #2: at 82℃; for 2h;	60.12%

propionyl chloride (79-03-8) + toluene (108-88-3) → 4'-methylpropiophenone (5337-93-9) + (Z)-1-Chlor-1-(4-methylphenyl)-1-propen (73496-70-5)

Conditions	Yield
iron silicate at 25℃;	A 30% B 60%

para-bromotoluene (106-38-7) + propiononitrile (107-12-0) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With bis(cyclopentadienyl)titanium dichloride; chloro-trimethyl-silane; [nickel(II)dichloride(dimethoxyethane)]; trifluoroacetic acid; 4,4'-di-tert-butyl-2,2'-bipyridine; zinc In 1,4-dioxane at 60℃; chemoselective reaction;	60%

2-methoxy-1-p-tolylpropan-1-one (1451-87-2) → 4'-methylpropiophenone (5337-93-9) + 2-methyl-3-(p-methylphenyl)oxethanol-3

Conditions	Yield
In methanol for 6h; Product distribution; Irradiation; var. other α-, α- and m-, or α- and p-substituted propiophenones with var. type of substituents, substituent effects on the photoreaction;	A 44% B 56%

para-bromotoluene (106-38-7) + propionaldehyde (123-38-6) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: propionaldehyde In tetrahydrofuran; hexane at -78℃; for 1h; Stage #3: With iodine; potassium carbonate In tert-butyl alcohol for 3h; Reflux;	54%

2-nitro-1-p-tolylpropan-1-one (74261-47-5) → 4'-methylpropiophenone (5337-93-9)

Conditions	Yield
With 1-Benzyl-1,4-dihydronicotinamide In N,N,N,N,N,N-hexamethylphosphoric triamide for 48h; Ambient temperature; Irradiation;	45%
With 1-Benzyl-1,4-dihydronicotinamide In N,N,N,N,N,N-hexamethylphosphoric triamide for 48h; Ambient temperature; Irradiation;	45%

diethylzinc (557-20-0) + 4-methyl-benzaldehyde (104-87-0) → 4-Methylbenzyl alcohol (589-18-4) + 4'-methylpropiophenone (5337-93-9) + 1-p-tolyl-1-propanol (25574-04-3)

Conditions	Yield
With 2,3,6-trimethyl-beta-cyclodextrin In hexane; toluene for 20h; Product distribution; Ambient temperature; var. of β-cyclodextrin, substituent of PhCHO, poor enantioselectivity;	A 39% B 10% C 34%

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (2564-83-2, 45842-10-2) + 1-(p-tolyl)cyclopropan-1-ol (40122-37-0) + acetone (67-64-1) → 1-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)propan-2-one (30764-40-0) + 1-(4-methylphenyl)prop-2-en-1-one (19832-78-1) + 4'-methylpropiophenone (5337-93-9) + 3-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)-1-(p-tolyl)propan-1-one

Conditions	Yield
With dipotassium peroxodisulfate; silver nitrate; 1-benzenesulfonyl-2,2,2-trifluoro-ethanone O-benzyl-oxime In water at 50℃; for 2h;	A n/a B 17% C 37% D n/a

4'-methylpropiophenone (5337-93-9) → 1-p-tolylpropan-1-one oxime (54582-25-1)

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In methanol Heating;	100%

4'-methylpropiophenone (5337-93-9) → (R)-1-(4-methylphenyl)-1-propanol (25574-04-3, 73854-03-2, 138809-38-8, 112777-65-8)

Conditions	Yield
With magnesium chloride In isopropyl alcohol at 25℃; pH=7; Catalytic behavior;	100%
With (2-((2,4-dimethyl-5-phenylimidazo[1,5-b]pyridazin-7-yl)amido)-4-methylpentan-1-ol)(1,5-cyclooctadiene)iridium(I); potassium tert-butylate; hydrogen; acetone In tetrahydrofuran at 20℃; under 15.0015 Torr; for 24h; Autoclave; optical yield given as %ee; enantioselective reaction;	98%
With C44H48FeIrNO2P(1+)*C32H12BF24(1-); hydrogen; sodium carbonate In methanol at 20℃; under 7500.75 Torr; for 24h; Autoclave; enantioselective reaction;	96%

4'-methylpropiophenone (5337-93-9) → (S)-1-(4-methylphenyl)propan-1-ol (25574-04-3, 112777-65-8, 138809-38-8, 73854-03-2)

Conditions	Yield
With triiron dodecarbonyl; C52H58N4P2; hydrogen; potassium hydroxide In methanol at 45℃; under 37503.8 Torr; for 10h; enantioselective reaction;	99%
With Mucor racemosus 7924 In various solvent(s) pH=5.0;	31%
With ketoreductase P3-G09; NADPH In aq. phosphate buffer; isopropyl alcohol at 30℃; for 24h; pH=7; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;	n/a
With bis(triphenylphosphine)carbonyliridium(I) chloride; C70H73N4P3; potassium hydroxide In isopropyl alcohol at 40℃; for 0.5h; Inert atmosphere; enantioselective reaction;	95 %Chromat.
With ketoreductase KRED-P3-H12; choline chloride; nicotinamide adenine dinucleotide phosphate; magnesium sulfate; glycerol In aq. phosphate buffer; isopropyl alcohol at 30℃; for 24h; pH=7; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;

4'-methylpropiophenone (5337-93-9) + trimethyl orthoformate (149-73-5) → methyl 2-(4-methylphenyl)propanoate (79443-97-3)

Conditions	Yield
With sulfuric acid; 3-[4-(diacetoxyiodo)phenoxy]-1-propyl-N,N,N-trimethylammonium 4-methylbenzenesulfonate at 60℃; for 3h; Inert atmosphere;	98%
With sulfuric acid; N-trifluoromethanesulfonyl-4-(diacetoxyiodo)pyrazole at 60℃; for 2h;	96%
With sulfuric acid; 1-(diacetoxyiodo)-4-methylbenzene at 60℃; for 2h;	92%

morpholine (110-91-8) + 4'-methylpropiophenone (5337-93-9) → (E)-3-morpholino-1-(p-tolyl)prop-2-en-1-one (71035-24-0)

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); potassium phosphate; chlorobenzene; trimethylphosphane In tetrahydrofuran; 1,4-dioxane at 100℃; for 40h; Inert atmosphere;	98%

para-chlorotoluene (106-43-4) + 4'-methylpropiophenone (5337-93-9) → 1,2-bis(4-methylphenyl)propan-1-one (89037-30-9)

Conditions	Yield
With C40H44ClN3Pd; sodium t-butanolate In toluene at 80℃; for 3h; Inert atmosphere;	97%

4'-methylpropiophenone (5337-93-9) → 2-bromo-4'-methylpropiophenone (92821-88-0, 1451-82-7)

Conditions	Yield
With aluminum (III) chloride; bromine In diethyl ether at 0℃;	96%
With bromine In hexane; water; acetic acid; ethyl acetate	95%
With bromine; acetic acid at 30℃;	89%

1,3-DIOXOLANE (646-06-0) + 4'-methylpropiophenone (5337-93-9) + piperidine hydrochloride (6091-44-7) → Tolperisone hydrochloride

Conditions	Yield
With hydrogenchloride at 90℃; for 8h;	96%

di-p-tolylcarbodiimide (726-42-1) + 4'-methylpropiophenone (5337-93-9) → 4,4'-dimethylbenzanilide (6876-66-0)

Conditions	Yield
With [{HMn(CO)4}3] In 1,4-dioxane at 135℃; for 24h; Sealed tube; Inert atmosphere;	96%

4'-methylpropiophenone (5337-93-9) → 4-methylbenzoic acid ethyl ester (94-08-6)

Conditions	Yield
With Co4HP2Mo15V3O62; N-(4-sulfonic acid)butyl triethylammonium tetrafluoroborate; dihydrogen peroxide at 50℃; for 4h; Green chemistry;	96%

4'-methylpropiophenone (5337-93-9) + chlorobenzene (108-90-7) → rac-1-(4-methylphenyl)-2-phenylpropan-1-one (14161-82-1)

Conditions	Yield
With C40H44ClN3Pd; sodium t-butanolate In toluene at 80℃; for 3h; Inert atmosphere;	96%

4'-methylpropiophenone (5337-93-9) + 2-bromo-1-(4-methylphenyl)ethylene (60655-80-3) → 3-methyl-2,5-di-p-tolylfuran

Conditions	Yield
With cobalt(II) chloride hexahydrate; [bis(acetoxy)iodo]benzene; N-ethyl-N,N-diisopropylamine; 1-butyl-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide In dimethyl sulfoxide; acetonitrile at 80℃; for 7h; Reagent/catalyst; Solvent;	95.8%

4'-methylpropiophenone (5337-93-9) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → formic acid 1-methyl-2-oxo-2-p-tolyl-ethyl ester

Conditions	Yield
With (trifluoromethyl)trimethylsilane; copper(ll) bromide for 24h;	95%
Stage #1: 4'-methylpropiophenone; N,N-dimethyl-formamide With trifluorormethanesulfonic acid; thallium(III) acetate at 60℃; for 0.333333h; Stage #2: With water for 0.166667h; Further stages.;	91%

iodomethane-d3 (865-50-9) + 4'-methylpropiophenone (5337-93-9) → 4'-methyl-d3-isobutyrophenone (1037431-15-4)

Conditions	Yield
Stage #1: 4'-methylpropiophenone With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Stage #2: iodomethane-d3 In tetrahydrofuran at -78 - 20℃;	95%

acetamide (60-35-5) + 4'-methylpropiophenone (5337-93-9) → 2,5-dimethyl-4-(p-tolyl)oxazole

Conditions	Yield
Stage #1: 4'-methylpropiophenone With hydroxy(phenyl)-λ3-iodanyl 2,4-dinitrobenzenesulfonate for 0.0111111h; microwave irradiation; Stage #2: acetamide for 0.0333333h; microwave irradiation;	94%
Stage #1: 4'-methylpropiophenone With hydroxy(phenyl)-λ3-iodanyl 2,4-dinitrobenzenesulfonate In acetonitrile Heating; Stage #2: acetamide In acetonitrile Heating;	75%

4'-methylpropiophenone (5337-93-9) → α-chloro-4-methyl propiophenone (69673-92-3)

Conditions	Yield
With Aluminum(III) chloride hexahydrate; urea-hydrogen peroxide; 1-butyl-3-methylimidazolium Tetrafluoroborate at 60℃; for 6h;	94%
With N-chloro-succinimide; urea-hydrogen peroxide; 1-butyl-3-methylimidazolium Tetrafluoroborate at 60℃;	70%

morpholine (110-91-8) + 4'-methylpropiophenone (5337-93-9) → 2-morpholino-1-(4-(methyl)phenyl)propan-1-one (1152957-31-7)

Conditions	Yield
Stage #1: 4'-methylpropiophenone With 2,6-bis[(4,4-dimethyl)-2-oxazolin-2-yl]pyridine copper bromide In dimethyl sulfoxide at 20℃; for 0.166667h; Green chemistry; Stage #2: morpholine In dimethyl sulfoxide at 20℃; for 10h; Green chemistry;	94%
With sodium percarbonate; ammonium iodide In acetonitrile at 50℃; for 18h;	94%
With 2,6-bis[(4,4-dimethyl)-2-oxazolin-2-yl]pyridine copper bromide In dimethyl sulfoxide at 20℃; for 15h;	94%

piperidine (110-89-4) + 4'-methylpropiophenone (5337-93-9) → 2-piperidin-1-(4-methylphenyl)propan-1-one (25872-67-7)

Conditions	Yield
Stage #1: 4'-methylpropiophenone With 2,6-bis[(4,4-dimethyl)-2-oxazolin-2-yl]pyridine copper bromide In dimethyl sulfoxide at 20℃; for 0.166667h; Green chemistry; Stage #2: piperidine In dimethyl sulfoxide at 20℃; for 10h; Green chemistry;	94%
With ammonium iodide In acetonitrile at 20℃; Electrolysis;	52%

methanol (67-56-1) + 4'-methylpropiophenone (5337-93-9) → 4'-methylisobutyrophenone (50390-51-7)

Conditions	Yield
With C21H25ClIrN2O2(1+)*Cl(1-); potassium carbonate at 120℃; for 12h; Schlenk technique; Inert atmosphere;	94%
With C34H27IrN2P(1+)*C32H12BF24(1-); caesium carbonate at 65℃; for 24h; Inert atmosphere;	93%
With trimethylamine-N-oxide; tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; potassium carbonate at 80℃; for 24h;	92%

4'-methylpropiophenone (5337-93-9) → 1-oxo-1-p-tolylpropan-2-yl 4-methylbenzoate

Conditions	Yield
With potassiumhexacyanoferrate(II) trihydrate; 2,6-bis[(4,4-dimethyl)-2-oxazolin-2-yl]pyridine copper bromide; oxygen In N,N-dimethyl-formamide at 110℃; for 8h; Green chemistry;	94%
With tert.-butylhydroperoxide; iodine; sodium carbonate In water; acetonitrile at 70℃; for 24h;	76%

4'-methylpropiophenone (5337-93-9) + 1-(4-bromophenyl)-2,2-dihydroxyethanone (80352-42-7) → 3-(4-methylphenyl)-6-(4-bromophenyl)-4-methylpyridazine

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; hydrazine hydrate In water at 25℃; Green chemistry; regioselective reaction;	94%

NH-pyrazole (288-13-1) + 4'-methylpropiophenone (5337-93-9) + dimethyl sulfoxide (67-68-5) → 2-methyl-3-(1H-pyrazol-1-yl)-1-(p-tolyl)propan-1-one

Conditions	Yield
With Selectfluor at 120℃; Mannich Aminomethylation; Sealed tube;	94%

2,2,6,6-tetramethylheptane-3,5-dione (1118-71-4) + 4'-methylpropiophenone (5337-93-9) → 6,6-dimethyl-4-pivaloyl-1-(p-tolyl)heptane-1,5-dione

Conditions	Yield
With [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate In 1,2-dichloro-benzene at 120℃; for 24h; Inert atmosphere; Schlenk technique;	94%

N,N-dimethyl acetamide (127-19-5) + 4'-methylpropiophenone (5337-93-9) → 1-oxo-1-p-tolylpropan-2-yl acetate (69673-81-0)

Conditions	Yield
Stage #1: N,N-dimethyl acetamide; 4'-methylpropiophenone With trifluorormethanesulfonic acid; thallium(III) acetate at 60℃; for 0.333333h; Stage #2: With water for 0.166667h; Further stages.;	93%

4'-methylpropiophenone (5337-93-9) + Methyltriphenylphosphonium bromide (1779-49-3) → 4-methyl-α-ethylstyrene (21758-18-9)

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Wittig Olefination; Inert atmosphere; Stage #2: 4'-methylpropiophenone In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;	93%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0 - 5℃; for 3h; Stage #2: 4'-methylpropiophenone In tetrahydrofuran for 16h; Heating;	10%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane Wittig reaction; Inert atmosphere; Stage #2: 4'-methylpropiophenone In tetrahydrofuran; hexane Wittig reaction; Inert atmosphere;

Upstream product

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• 53378-52-2 SODIUMDIISOBUTYLMONOTHIOPHOSPHATE 
• 53378-51-1 sodium O,O-diisobutyl dithiophosphate 
• 5337-84-8 6-methyl-8-nitrotetrazolo[1,5-a]pyridine 
• 5337-82-6 3-(4-bromophenyl)-6-[(3-methylthiophen-2-yl)methylidene][1,3]thiazolo[2,3-c][1,2,4]triazol-5(6H)-one 
• 5337-79-1 4-Pyridineacrylic acid 
• 53377-61-0 1,3,5-Trihydroxy-4-prenylxanthone 
• 53377-54-1 4,7-dimethoxy-5-methyl-2H-chromen-2-one 
• 5337-72-4 2,6-DIMETHYLCYCLOHEXANOL 
• 5337-70-2 1-[bis(3-methylbutoxy)methoxy]-3-methylbutane 
• 5337-68-8 4-methyl-1,2-dithiolane 

Downstream Products

• 3644-61-9 Tolperisone hydrochloride 

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