(1S,2R)-7-Methoxy-1,2,3,4-tetrahydro-naphthalene-1,2-diol
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 0.25h; Heating; | 98% |
1-(but-3-yn-1-yl)-4-methoxybenzene
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
With 2,6-dichloropyridine N-oxide; C33H54AuClP; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In 1,2-dichloro-ethane at 50℃; for 6h; | 98% |
7-methoxy-3,4-dihydronaphthalen-2(1H)-one sodium hydrogencarbonate
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
With hydrogenchloride In water; toluene at 20℃; for 3h; | 92% |
C15H24O4
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
With titanium tetrachloride In dichloromethane at 0 - 20℃; for 2h; Friedel Crafts reaction; | 85% |
6-methoxy-1a,2,3,7b-tetrahydronaphtho[1,2-b]oxirene
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
With zinc(II) iodide In benzene for 3h; Heating; | 74% |
With zinc(II) iodide In benzene |
C13H16O5
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
With titanium tetrachloride In dichloromethane at -78 - 20℃; for 4h; | 73% |
tert-Butyl-[3-(4-methoxy-phenyl)-1-methylene-propoxy]-dimethyl-silane
A
4-(4-methoxyphenyl)-2-butanone
B
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
With naphthalene-1,4-dicarbonitrile In water; acetonitrile for 3h; Irradiation; | A 10% B 72% |
With naphthalene-1,4-dicarbonitrile In water; acetonitrile for 4h; Cyclization; desilylation; Irradiation; | A 10% B 72% |
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
With hydrogenchloride Heating; | 70% |
Conditions | Yield |
---|---|
With ethanol; sodium und anschlissend mit wss.HCl; | |
With hydrogenchloride; ammonia; sodium 1) EtOH, Et2O, THF, -78 deg C; Yield given. Multistep reaction; | |
With hydrogenchloride; ethanol; sodium 1.) reflux, 1 h, 2.) EtOH, reflux, 30 min; Multistep reaction; |
1,4-dihydro-2,7-dimethoxynaphthalene
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
With hydrogenchloride | |
With hydrogenchloride In acetone for 0.5h; Heating; | 8.2 g |
With hydrogenchloride In water; acetone at 25 - 30℃; for 0.25h; | 0.42 g |
3,8a-dihydro-6-methoxy-1(2H)-azulenone
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane for 0.5h; Ambient temperature; Yield given; | |
With trifluoroacetic acid Yield given; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 97 percent / sodium hydroxide 2: sodium; liquid ammonia / ethanol 3: 8.2 g / hydrochloric acid / acetone / 0.5 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 2N aq. NaOH / 1.) 55 deg C, 2 h, 2.) reflux 2 h 2: 1.) Na, EtOH, 2.) 2N aq. HCl / 1.) reflux, 1 h, 2.) EtOH, reflux, 30 min View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: LDA / tetrahydrofuran / 0.33 h / -78 °C 1.2: tetrahydrofuran / 3 h / -78 - 20 °C 2.1: 72 percent / 1,4-dicyanonaphthalene / acetonitrile; H2O / 4 h / Irradiation View Scheme | |
Multi-step reaction with 2 steps 1: 98 percent / LDA / tetrahydrofuran / 3 h / -78 °C 2: 72 percent / 1,4-dicyanonaphthalene / acetonitrile; H2O / 3 h / Irradiation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: aq. NaOH 2.1: 90 percent / H2 / Pd/C / ethanol / 20 °C / 3102.89 Torr 3.1: LDA / tetrahydrofuran / 0.33 h / -78 °C 3.2: tetrahydrofuran / 3 h / -78 - 20 °C 4.1: 72 percent / 1,4-dicyanonaphthalene / acetonitrile; H2O / 4 h / Irradiation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 90 percent / H2 / Pd/C / ethanol / 20 °C / 3102.89 Torr 2.1: LDA / tetrahydrofuran / 0.33 h / -78 °C 2.2: tetrahydrofuran / 3 h / -78 - 20 °C 3.1: 72 percent / 1,4-dicyanonaphthalene / acetonitrile; H2O / 4 h / Irradiation View Scheme |
7-methoxy-3,4-dihydronaphthalene
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / 10percent aq. NaHCO3, 3-chloroperbenzoic acid / toluene / 2 h / Ambient temperature 2: 74 percent / ZnI2 / benzene / 3 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: m-chloroperoxybenzoic acid 2: ZnI2 / benzene View Scheme | |
Multi-step reaction with 2 steps 1: 77 percent / N-methylmorpholine N-oxide, osmium tetroxide / H2O; acetone; 2-methyl-propan-2-ol; CCl4 2: 98 percent / p-toluenesulfonic acid / benzene / 0.25 h / Heating View Scheme |
7-methoxy-1,2,3,4-tetrahydro-1-naphthol
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridinium p-toluenesulfonate / toluene / 3 h / Heating 2: 95 percent / 10percent aq. NaHCO3, 3-chloroperbenzoic acid / toluene / 2 h / Ambient temperature 3: 74 percent / ZnI2 / benzene / 3 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 51.1 g / NaBH4 / methanol; tetrahydrofuran / 2 h / Ambient temperature 2: pyridinium p-toluenesulfonate / toluene / 3 h / Heating 3: 95 percent / 10percent aq. NaHCO3, 3-chloroperbenzoic acid / toluene / 2 h / Ambient temperature 4: 74 percent / ZnI2 / benzene / 3 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: 1.) ZnI2; 2.) POCl3 / 2.) pyridine 2: 80 percent / n-Bu4NHSO4, NaOH, H2O2 3: 70 percent / 3N HCl / Heating View Scheme | |
Multi-step reaction with 3 steps 1: 1) NaBH4, 2) p-TsOH / 2) benzene 2: m-chloroperoxybenzoic acid 3: ZnI2 / benzene View Scheme | |
Multi-step reaction with 3 steps 1: 1.) sodium borohydride, ethanol, 15 min., reflux 2.) p-toluenesulfonic acid, benzene, reflux 2: 77 percent / N-methylmorpholine N-oxide, osmium tetroxide / H2O; acetone; 2-methyl-propan-2-ol; CCl4 3: 98 percent / p-toluenesulfonic acid / benzene / 0.25 h / Heating View Scheme |
7-methoxy-3,4-dihydronaphthalene-1-carbonitrile
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / n-Bu4NHSO4, NaOH, H2O2 2: 70 percent / 3N HCl / Heating View Scheme |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water; sodium carbonate |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: aluminium; mercury(I) chloride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 1.2: -78 °C / Inert atmosphere 2.1: 2,6-dichloropyridine N-oxide; C33H54AuClP; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate / 1,2-dichloro-ethane / 6 h / 50 °C View Scheme |
7-methoxyl-2-tetralone
carbonic acid dimethyl ester
methyl 7-methoxy-2-oxotetralin-1-carboxylate
Conditions | Yield |
---|---|
With sodium hydride In benzene for 2h; Heating; | 100% |
7-methoxyl-2-tetralone
benzylamine
N-benzyl-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine
Conditions | Yield |
---|---|
Stage #1: 7-methoxyl-2-tetralone; benzylamine In dichloromethane for 0.25h; Stage #2: With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 15h; Inert atmosphere; | 100% |
Stage #1: 7-methoxyl-2-tetralone; benzylamine In dichloromethane for 0.25h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 15h; Inert atmosphere; | 100% |
Stage #1: 7-methoxyl-2-tetralone; benzylamine With acetic acid In methanol at 20℃; for 0.5h; Stage #2: With sodium cyanoborohydride In methanol at 0 - 20℃; | 97% |
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene Inert atmosphere; Reflux; | 98% |
With toluene-4-sulfonic acid In toluene for 20h; Inert atmosphere; Reflux; Dean-Stark; | 75% |
With toluene-4-sulfonic acid In water; toluene Inert atmosphere; | |
With toluene-4-sulfonic acid In toluene for 20h; Inert atmosphere; Dean-Stark; Reflux; | |
With toluene-4-sulfonic acid In toluene for 20h; Reflux; Dean-Stark; Inert atmosphere; |
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In 1,2-dimethoxyethane; mineral oil at 20℃; for 1h; Stage #2: 7-methoxyl-2-tetralone In 1,2-dimethoxyethane; mineral oil at 20℃; for 3h; | 97% |
7-methoxyl-2-tetralone
Conditions | Yield |
---|---|
With isopropyl alcohol; NADH; magnesium chloride In methanol at 30℃; for 1h; pH=8; aq. buffer; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; | 97% |
With formic acid; (S)-chloro[(1,2,3,4,5-η)-pentamethyl-2,4-cyclopentadien-1-yl](2-pyrrolidinecarboxamidato-kN1,kN2)iridium (III); triethylamine In methanol at -10℃; for 48h; | 480 mg |
With dichloro(benzene)ruthenium(II) dimer; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine Noyori Asymmetric Hydrogenation; |
7-methoxyl-2-tetralone
carbonic acid dimethyl ester
2-hydroxy-7-methoxy-3,4-dihydronaphthalene-1-carboxylic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: 7-methoxyl-2-tetralone With sodium hydride In benzene for 0.5h; Reflux; Stage #2: carbonic acid dimethyl ester In benzene for 3h; Reflux; | 96% |
Stage #1: 7-methoxyl-2-tetralone; carbonic acid dimethyl ester With sodium hydride Reflux; Inert atmosphere; Stage #2: With water; ammonium chloride | 91% |
Conditions | Yield |
---|---|
With iodine; oxygen; toluene-4-sulfonic acid In dimethyl sulfoxide at 75℃; under 760.051 Torr; for 24h; | 95% |
7-methoxyl-2-tetralone
benzyl bromide
1-benzyl-7-methoxy-3,4-dihydronaphthalen-2(1H)-one
Conditions | Yield |
---|---|
Stage #1: 7-methoxyl-2-tetralone With pyrrolidine In methanol for 2h; Stage #2: benzyl bromide In acetonitrile at -5 - 20℃; | 95% |
Stage #1: 7-methoxyl-2-tetralone With pyrrolidine In methanol at 20℃; for 1h; Inert atmosphere; Stage #2: benzyl bromide In acetonitrile at 20℃; Inert atmosphere; Stage #3: With acetic acid In methanol; dichloromethane; water |
7-methoxyl-2-tetralone
methyl iodide
7-methoxy-1,1-dimethyl-3,4-dihydronaphthalene-2-(1H)-one
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 93% |
With tetrabutylammonium sulfate; potassium hydroxide In tetrahydrofuran; water at 20℃; for 2h; | 91% |
Stage #1: 7-methoxyl-2-tetralone With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol at 0℃; for 0.333333h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; tert-butyl alcohol at 20℃; for 2h; Inert atmosphere; | 79% |
2-(4-phenyl-piperazin-1-yl)-ethylamine
7-methoxyl-2-tetralone
(7-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-[2-(4-phenyl-piperazin-1-yl)-ethyl]-amine
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; | 93% |
Stage #1: 2-(4-phenyl-piperazin-1-yl)-ethylamine; 7-methoxyl-2-tetralone With acetic acid In 1,2-dichloro-ethane at 20℃; for 0.333333h; Stage #2: With sodium cyanoborohydride In methanol; 1,2-dichloro-ethane at 20℃; for 12h; Further stages.; | 69.44% |
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane |
7-methoxyl-2-tetralone
1,2,3,4-tetrahydro-7-methoxy-naphthalen-2-ol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol at -20 - 20℃; for 4h; Inert atmosphere; | 93% |
With sodium tetrahydroborate; ethanol at 20℃; Cooling with ice; | 93% |
With sodium tetrahydroborate In ethanol at 20℃; for 4h; |
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride In ethanol for 2h; Heating; | 92% |
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride In ethanol for 3h; Heating; | 92% |
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride at 40 - 50℃; for 17h; | 92% |
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride at 40 - 50℃; for 20h; | 92% |
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride at 40 - 50℃; for 20h; | 91% |
Conditions | Yield |
---|---|
Stage #1: 7-methoxyl-2-tetralone With tributyl-amine; titanium tetrachloride In dichloromethane at -35℃; Stage #2: Pyruvic aldehyde dimethyl acetal In dichloromethane at -35 - 20℃; | 91% |
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride at 40 - 50℃; for 19h; | 90% |
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride at 40 - 50℃; for 20h; | 89% |
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride at 40 - 50℃; for 18h; | 89% |
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride In ethanol for 5h; Heating; | 88% |
diethoxyphosphoryl-acetic acid ethyl ester
7-methoxyl-2-tetralone
(7-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-acetic acid ethyl ester
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; water | 88% |
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride at 40 - 50℃; for 20h; | 87% |
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride In ethanol for 2.5h; Heating; | 86% |
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride at 40 - 50℃; for 20h; | 86% |
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride at 40 - 50℃; for 20h; | 86% |
7-methoxyl-2-tetralone
1-chloro-2,2-dimethylcyclopropyl p-tolyl sulfoxide
C16H20O2
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2,2-dimethylcyclopropyl p-tolyl sulfoxide With isopropylmagnesium chloride In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: 7-methoxyl-2-tetralone With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃; | 86% |
Molecular Structure:
Molecular Formula: C11H12O2
Molecular Weight: 176.2118
IUPAC Name: 7-Methoxy-3,4-dihydro-1H-naphthalen-2-one
Synonyms of 7-Methoxy-2-tetralone (CAS NO.4133-34-0): EINECS 223-954-1 ; 7-Methoxy-1,2,3,4-tetrahydronaphthalen-2-one
CAS NO: 4133-34-0
Product Categories: Benzocycles ; Aromatic Ketones (substituted) ; API intermediates ; Fused Ring Systems ; C11 to C12 ; Carbonyl Compounds ; Ketones
Index of Refraction: 1.548
Molar Refractivity: 49.84 cm3
Molar Volume: 156.7 cm3
Surface Tension: 40.8 dyne/cm
Density: 1.124 g/cm3
Flash Point: 150.8 °C
Enthalpy of Vaporization: 54.73 kJ/mol
Boiling Point: 306.8 °C at 760 mmHg
Vapour Pressure: 0.000754 mmHg at 25°C
7-Methoxy-2-tetralone (CAS NO.4133-34-0) is used as pharmaceutical intermediates.
Hazard Codes of 7-Methoxy-2-tetralone (CAS NO.4133-34-0): Xi,Xn
Risk Statements: 20/21/22-36/37/38
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26
S24/25: Avoid contact with skin and eyes.
S36: Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
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