Product Name

  • Name

    3-(4-METHOXY-1-NAPHTHOYL)PROPIONIC ACID

  • EINECS 222-631-2
  • CAS No. 3562-99-0
  • Article Data14
  • CAS DataBase
  • Density 1.249 g/cm3
  • Solubility
  • Melting Point 172-173°
  • Formula C15H14O4
  • Boiling Point 511.5 °C at 760 mmHg
  • Molecular Weight 258.274
  • Flash Point 196.6 °C
  • Transport Information
  • Appearance COA
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 3562-99-0 (3-(4-METHOXY-1-NAPHTHOYL)PROPIONIC ACID)
  • Hazard Symbols
  • Synonyms Propionicacid, 3-(4-methoxy-1-naphthoyl)- (6CI,7CI,8CI);3-(4-Methoxy-1-naphthoyl)propionic acid;Epanaftol;Fel-bis;Genabil;Genabilicacid;Genabilin;Icteryl;Ido-Genabil;NSC 53969;Nafto-Epatina;Naftobil;Sintobilina;
  • PSA 63.60000
  • LogP 2.89590

Synthetic route

succinic acid anhydride
108-30-5

succinic acid anhydride

1-Methoxynaphthalene
2216-69-5

1-Methoxynaphthalene

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 33 - 37℃; for 6h;86.4%
With carbon disulfide; aluminium trichloride
With aluminium trichloride; nitrobenzene
4-(4-hydroxy-[1]naphthyl)-4-oxo-butyric acid
10441-51-7

4-(4-hydroxy-[1]naphthyl)-4-oxo-butyric acid

dimethyl sulfate
77-78-1

dimethyl sulfate

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

succinic acid anhydride
108-30-5

succinic acid anhydride

carbon disulfide
75-15-0

carbon disulfide

aluminium trichloride
7446-70-0

aluminium trichloride

1-Methoxynaphthalene
2216-69-5

1-Methoxynaphthalene

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

succinic acid anhydride
108-30-5

succinic acid anhydride

aluminium trichloride
7446-70-0

aluminium trichloride

1,1,1,2-tetrachoroethane
630-20-6

1,1,1,2-tetrachoroethane

1-Methoxynaphthalene
2216-69-5

1-Methoxynaphthalene

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

succinic acid anhydride
108-30-5

succinic acid anhydride

aluminium trichloride
7446-70-0

aluminium trichloride

nitrobenzene
98-95-3

nitrobenzene

1-Methoxynaphthalene
2216-69-5

1-Methoxynaphthalene

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

succinic acid anhydride
108-30-5

succinic acid anhydride

carbon disulfide
75-15-0

carbon disulfide

aluminium trichloride
7446-70-0

aluminium trichloride

1-Methoxynaphthalene
2216-69-5

1-Methoxynaphthalene

A

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

B

4-methoxy-naphthalene-carbodithioic acid-(1)

4-methoxy-naphthalene-carbodithioic acid-(1)

succinic acid anhydride
108-30-5

succinic acid anhydride

4-methoxy-naphthyl-(1)-magnesium bromide

4-methoxy-naphthyl-(1)-magnesium bromide

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

Conditions
ConditionsYield
With diethyl ether; benzene
α-naphthol
90-15-3

α-naphthol

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: AlCl3; 1,1,2,2-tetrachloro-ethane
View Scheme
N1-(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)butane-1,4-diamine
1040281-57-9

N1-(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)butane-1,4-diamine

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

C32H34ClN3O3

C32H34ClN3O3

Conditions
ConditionsYield
With 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; ethyl acetate at 20℃; for 12h; Inert atmosphere;75%
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

N1-(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)propane-1,3-diamine

N1-(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)propane-1,3-diamine

C31H32ClN3O3

C31H32ClN3O3

Conditions
ConditionsYield
With 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; ethyl acetate at 20℃; for 12h; Inert atmosphere;69%
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

N-(1,2,3,4-tetrahydroacridin-9-yl)propane-1,3-diamine
844874-03-9

N-(1,2,3,4-tetrahydroacridin-9-yl)propane-1,3-diamine

C31H33N3O3

C31H33N3O3

Conditions
ConditionsYield
With 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; ethyl acetate at 20℃; for 12h; Inert atmosphere;65%
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

9-(2-aminoethylamino)-1,2,3,4-tetrahydroacridine
57165-75-0

9-(2-aminoethylamino)-1,2,3,4-tetrahydroacridine

C30H31N3O3

C30H31N3O3

Conditions
ConditionsYield
With 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane-d2; ethyl acetate at 20℃; for 12h; Inert atmosphere;61%
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

9-(4-aminobutylamino)-1,2,3,4-tetrahydroacridine
249290-07-1

9-(4-aminobutylamino)-1,2,3,4-tetrahydroacridine

C32H35N3O3

C32H35N3O3

Conditions
ConditionsYield
With 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; ethyl acetate at 20℃; for 12h; Inert atmosphere;60%
N1-(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)ethane-1,2-diamine
1392319-30-0

N1-(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)ethane-1,2-diamine

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

C30H30ClN3O3

C30H30ClN3O3

Conditions
ConditionsYield
With 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; ethyl acetate at 20℃; for 12h; Inert atmosphere;60%
n-Pent-4-enyl alcohol
821-09-0

n-Pent-4-enyl alcohol

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

pent-4-en-1-yl 4-(4-methoxynaphthalen-1-yl)-4-oxobutanoate

pent-4-en-1-yl 4-(4-methoxynaphthalen-1-yl)-4-oxobutanoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere;54%
methanol
67-56-1

methanol

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

methyl 4-(4-methoxynaphthalen-1-yl)-4-oxobutanoate

methyl 4-(4-methoxynaphthalen-1-yl)-4-oxobutanoate

Conditions
ConditionsYield
With tert.-butylnitrite at 40℃; for 48h; Green chemistry;46%
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

γ-(4-methoxy-1-naphthyl)butyric acid
10465-20-0

γ-(4-methoxy-1-naphthyl)butyric acid

Conditions
ConditionsYield
With hydrogenchloride; amalgamated zinc; acetic acid weiteres Reagens: Toluol; Behandeln des Reaktionsprodukts mit wss. Natronlauge und Dimethylsulfat;
With potassium hydroxide; hydrazine anschliessend Behandeln mit Dimethylsulfat;
With hydrogenchloride; mercury; zinc In toluene
With hydrogenchloride; zinc In toluene for 2h; Reflux;
With hydrogenchloride; zinc In water; toluene for 2h; Reflux;
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

4-(4-hydroxy-[1]naphthyl)-4-oxo-butyric acid
10441-51-7

4-(4-hydroxy-[1]naphthyl)-4-oxo-butyric acid

Conditions
ConditionsYield
With aluminium trichloride; chlorobenzene
With sodium hydroxide
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

methyl 4-(4-methoxynaphthalen-1-yl)-4-oxobutanoate

methyl 4-(4-methoxynaphthalen-1-yl)-4-oxobutanoate

Conditions
ConditionsYield
With diazomethane; diethyl ether
With sodium hydroxide; dimethyl sulfate
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

4-(4-methoxy-[1]naphthyl)-4-oxo-butyric acid ethyl ester
5345-90-4

4-(4-methoxy-[1]naphthyl)-4-oxo-butyric acid ethyl ester

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

butan-1-ol
71-36-3

butan-1-ol

4-(4-methoxy-[1]naphthyl)-4-oxo-butyric acid butyl ester

4-(4-methoxy-[1]naphthyl)-4-oxo-butyric acid butyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid; xylene
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

4,4'-dimethoxy-1,1'-binaphthyl
19817-09-5

4,4'-dimethoxy-1,1'-binaphthyl

Conditions
ConditionsYield
With sodium hydroxide
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

[4R]-3-[3-Acetylthio-3-(4-methoxy-1-naphthoyl)propionyl]-4-thiazolidinecarboxylic acid

[4R]-3-[3-Acetylthio-3-(4-methoxy-1-naphthoyl)propionyl]-4-thiazolidinecarboxylic acid

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

1-oxo-9-methoxy-1,2,3,4-tetrahydrophenanthrene
19817-10-8

1-oxo-9-methoxy-1,2,3,4-tetrahydrophenanthrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: amalgamated zinc; aqueous hydrochloric acid; acetic acid / weiteres Reagens: Toluol; Behandeln des Reaktionsprodukts mit wss. Natronlauge und Dimethylsulfat
2: SOCl2; diethyl ether; pyridine / Behandeln des Reaktionsprodukts mit SnCl4 in Benzol unter Kuehlung
View Scheme
Multi-step reaction with 2 steps
1: N2H4; KOH / anschliessend Behandeln mit Dimethylsulfat
2: HF
View Scheme
Multi-step reaction with 2 steps
1: Zn-Hg, aq. HCl / toluene
2: polyphosphoric acid / 110 - 120 °C
View Scheme
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

10,11-dihydro-5-methoxyphenanthro<2,1-d>isoxazole
79225-67-5

10,11-dihydro-5-methoxyphenanthro<2,1-d>isoxazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N2H4; KOH / anschliessend Behandeln mit Dimethylsulfat
2: HF
3: sodium methylate; benzene
4: acetic acid; NH2OH+HCl
View Scheme
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

4-(4-hydroxy-[1]naphthyl)-butyric acid
10441-52-8

4-(4-hydroxy-[1]naphthyl)-butyric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: amalgamated zinc; aqueous hydrochloric acid; acetic acid / weiteres Reagens: Toluol; Behandeln des Reaktionsprodukts mit wss. Natronlauge und Dimethylsulfat
2: aqueous hydriodic acid
View Scheme
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

2-formyl-9-methoxy-1-oxo-1,2,3,4-tetrahydrophenanthrene
79225-65-3

2-formyl-9-methoxy-1-oxo-1,2,3,4-tetrahydrophenanthrene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N2H4; KOH / anschliessend Behandeln mit Dimethylsulfat
2: HF
3: sodium methylate; benzene
View Scheme
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

9-methoxy-2-methyl-1-oxo-1,2,3,4-tetrahydro-phenanthrene-2-carbonitrile

9-methoxy-2-methyl-1-oxo-1,2,3,4-tetrahydro-phenanthrene-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: N2H4; KOH / anschliessend Behandeln mit Dimethylsulfat
2: HF
3: sodium methylate; benzene
4: acetic acid; NH2OH+HCl
5: sodium tert-butylate; tert-butyl alcohol
View Scheme
4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
3562-99-0

4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid

(9-methoxy-1-oxo-1,2,3,4-tetrahydro-[2]phenanthryl)-glyoxylic acid methyl ester
861813-68-5

(9-methoxy-1-oxo-1,2,3,4-tetrahydro-[2]phenanthryl)-glyoxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: amalgamated zinc; aqueous hydrochloric acid; acetic acid / weiteres Reagens: Toluol; Behandeln des Reaktionsprodukts mit wss. Natronlauge und Dimethylsulfat
2: SOCl2; diethyl ether; pyridine / Behandeln des Reaktionsprodukts mit SnCl4 in Benzol unter Kuehlung
3: sodium methylate; benzene
View Scheme

Menbutone Chemical Properties

Product Name: Menbutone (CAS NO.3562-99-0)

Molecular Formula: C15H14O4
Molecular Weight: 258.27g/mol
Mol File: 3562-99-0.mol
EINECS: 222-631-2
Boiling point: 511.5 °C at 760 mmHg
Flash Point: 196.6 °C
Density: 1.249 g/cm3
Surface Tension: 51.7 dyne/cm
Enthalpy of Vaporization: 82.38 kJ/mol
Vapour Pressure: 2.76E-11 mmHg at 25°C
XLogP3-AA: 2.3
H-Bond Donor: 1
H-Bond Acceptor: 4
Structure Descriptors of Menbutone (CAS NO.3562-99-0):
  IUPAC Name: 4-(4-methoxynaphthalen-1-yl)-4-oxobutanoic acid
  Canonical SMILES: COC1=CC=C(C2=CC=CC=C21)C(=O)CCC(=O)O
  InChI: InChI=1S/C15H14O4/c1-19-14-8-6-11(13(16)7-9-15(17)18)10-4-2-3-5-12(10)14/h2-6,8H,7,9H2,1H3,(H,17,18) 
  InChIKey: FHGJSJFIQNQBCK-UHFFFAOYSA-N
Product Categories: Aromatic  

Menbutone Specification

 Menbutone , its CAS NO. is 3562-99-0, the synonyms are 3-(4'-Methoxynaphthoyl)propionic acid ; Sintobilina ; Epanaftol ; Genabilin . 

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