Conditions | Yield |
---|---|
With hydrogen; Pd as electrode electrochemical reaction; | 100% |
With sodium tetrahydroborate In methanol at 20℃; for 1h; | 100% |
With sodium tetrahydroborate; Dowex1-x8 In tetrahydrofuran at 20℃; for 0.5h; | 99% |
Conditions | Yield |
---|---|
Stage #1: methyl 3-methoxybenzoate With diethylzinc; lithium chloride In tetrahydrofuran; hexane at 20℃; for 6h; Inert atmosphere; Stage #2: With sodium hydroxide In tetrahydrofuran; hexane; water at 20℃; for 8h; Inert atmosphere; chemoselective reaction; | 98% |
With HN(CH2CH2C3H3N2Mes)2Cl2; potassium tert-butylate; hydrogen; cobalt(II) chloride In tetrahydrofuran at 100℃; under 22502.3 Torr; for 16h; Autoclave; Glovebox; | 91% |
With methanol; sodium tetrahydroborate In tetrahydrofuran at 65℃; for 4h; | 90% |
(3-Methoxy-benzyloxy)-trimethyl-silane
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With Oxone In methanol for 0.4h; Heating; | 98% |
With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.0333333h; | 97% |
With poly (ethylene glycol)-sulfonated sodium montmorillonite nanocomposite In methanol at 20℃; for 0.00833333h; | 96% |
2-(3-methoxybenzyloxy)tetrahydro-2H-pyran
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate In methanol for 0.05h; | 97% |
With sulfuric acid; silica gel In methanol at 20℃; for 0.5h; | 95% |
With Oxone In methanol for 1.5h; Heating; | 80% |
ethyl 3-methoxybenzoate
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With lithium borohydride In diethyl ether; toluene at 100℃; for 0.5h; | 95% |
2-tert-butylsulfinyl-3-methoxyphenylmethanol
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With nickel In ethanol for 3h; Reflux; | 94% |
2-(3-methoxyphenyl)-1,3-dioxolane
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With sulfuric acid; zinc at 38℃; for 2h; Temperature; | 93.5% |
3-methoxy-1-[(ethoxymethoxy)methyl]benzene
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
phosphotungstic acid In ethanol for 3h; Heating; | 93% |
With 1-methylimidazole hydrogen sulfate at 50℃; for 1.25h; chemoselective reaction; | 92% |
3-methoxy-1-(methoxymethoxy)methyl benzene
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With 1-methylimidazole hydrogen sulfate at 120℃; for 0.05h; Microwave irradiation; chemoselective reaction; | 93% |
phosphotungstic acid In ethanol for 3h; Heating; | 89% |
3-methoxy-benzaldehyde
4-n-methylphenylacetylene
A
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With triethylamine; zinc(II) iodide In toluene at 80℃; for 12h; Schlenk technique; Inert atmosphere; | A n/a B 93% |
Conditions | Yield |
---|---|
With water; dimethyl sulfoxide at 50℃; for 24h; Schlenk technique; Sealed tube; | 90% |
With potassium hydroxide In ethanol for 2h; Ambient temperature; Yield given; |
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With sodium hydroxide In water Schlenk technique; Inert atmosphere; | 90% |
With sodium hydroxide In water |
3-methoxy-benzaldehyde
A
3-methoxybenzyl alcohol
B
3-Methoxybenzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In water at 15℃; for 2.5h; Cannizzaro Reaction; | A n/a B 87% |
With Ximenia american In aq. phosphate buffer; water at 30℃; for 72h; pH=7; Enzymatic reaction; | A 75% B n/a |
Conditions | Yield |
---|---|
Stage #1: 4-hydroxymethyl-2-methoxyphenol With TentaGel-N(R)C(O)CH2C2F4OC2F4SO2F; potassium carbonate In N,N-dimethyl-formamide at 20℃; Stage #2: With formic acid; 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate In N,N-dimethyl-formamide at 85℃; for 2h; Further stages.; | 86% |
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran; methanol; water at 50℃; for 1h; Inert atmosphere; Glovebox; Schlenk technique; | 84% |
With water; sodium hydroxide In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; Schlenk technique; Sealed tube; | 0.12 g |
Conditions | Yield |
---|---|
With C24H20ClN2OPRu; potassium tert-butylate; hydrogen In tetrahydrofuran at 110℃; under 10640.7 Torr; for 36h; Inert atmosphere; Schlenk technique; | 83% |
Conditions | Yield |
---|---|
With C35H47N5O4 In toluene at 0 - 20℃; for 12h; Inert atmosphere; enantioselective reaction; | A 11% B 83% |
3-methoxy-benzaldehyde
A
3-methoxybenzyl alcohol
B
3-methoxybenzyl 3-methoxybenzoate
C
3-Methoxybenzoic acid
Conditions | Yield |
---|---|
With aluminum (III) chloride; triethylamine In dichloromethane at 20℃; for 48h; Cannizzaro Reaction; | A 9% B 81% C 9% |
With aluminum (III) chloride; triethylamine In dichloromethane at 20℃; for 48h; Cannizzaro Reaction; | A 74% B 12% C 74% |
Conditions | Yield |
---|---|
Stage #1: 3-Methoxybenzoic acid With sodium aminodiboranate In tetrahydrofuran at 20℃; Stage #2: With water | 78% |
With lithium aluminium tetrahydride; diethyl ether; benzene | |
With lithium aluminium tetrahydride |
3-Hydroxybenzyl alcohol
tetramethlyammonium chloride
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With caesium carbonate In 1,2-dimethoxyethane at 145℃; for 1h; Microwave irradiation; Inert atmosphere; Sealed vessel; | 72% |
2-Bromo-5-methoxybenzyl alcohol
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With palladium diacetate; caesium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 120℃; for 24h; Inert atmosphere; | 72% |
Conditions | Yield |
---|---|
With [Ir(κ2O,O-CH3COO)(I)2{κC,C'-methylenebis(N-methyl)imidazole-2-ylidene}]; water; glycerol; potassium hydroxide at 120℃; for 16h; | 70% |
(3-methoxybenzyl)trimethylsilane
A
3-methoxybenzyl alcohol
B
1,2-bis(3-methoxyphenyl)ethane
Conditions | Yield |
---|---|
With titanium(IV) oxide; silver sulfate In water; acetonitrile for 0.5h; Oxidation; desilylation; dimerization; coupling; Irradiation; | A 27% B 68% |
2-tert-butylsulfinyl-3-methoxybenzaldehyde
3-methoxybenzyl alcohol
Conditions | Yield |
---|---|
With nickel In methanol for 3h; Reflux; | 44% |
vanillin triflate
A
3-methoxybenzyl alcohol
B
1-methoxy-3-methyl-benzene
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In ethyl acetate at 20℃; under 760.051 Torr; for 40h; | A 30% B 42% |
allyl iodid
3-methoxy-benzaldehyde
A
1-(3-methoxyphenyl)but-3-en-1-ol
B
3-methoxybenzyl alcohol
C
1,2-bis(3-methoxyphenyl)-1,2-ethanediol
Conditions | Yield |
---|---|
With ammonium chloride; magnesium for 12h; Ambient temperature; | A 40% B 18 % Spectr. C 37 % Spectr. |
3-methoxy-benzaldehyde
prenyl bromide
A
3-methoxybenzyl alcohol
B
2,2-dimethyl-1-(3-methoxy phenyl)-3-butene-1-one
Conditions | Yield |
---|---|
With chromium dichloride; lithium iodide In tetrahydrofuran at 55℃; for 3h; Hiyama-Nozaki reaction; | A n/a B n/a C 33% D n/a |
(3-methoxybenzoyl)trimethylsilane
A
3-methoxybenzyl alcohol
B
3-Methoxybenzoic acid
Conditions | Yield |
---|---|
With baker's yeast on montmorillonite K10; potassium chloride; Sucrose at 35℃; for 48h; Reduction; Bioreduction; Enzymatic reaction; Title compound not separated from byproducts; | A 25% B n/a C n/a D n/a |
3-methoxy-benzaldehyde
A
3-methoxybenzyl alcohol
(1RS,2RS)-1,2-Bis(3-methoxyphenyl)ethane-1,2-diol
Conditions | Yield |
---|---|
With zinc In water at 70℃; for 2h; Green chemistry; | A 12% B n/a C n/a |
With ammonium chloride; zinc In water at 45℃; for 2h; | A 7% B n/a C n/a |
With sodium hydroxide for 1.66667h; Ambient temperature; Yield given. Yields of byproduct given; | |
Stage #1: 3-methoxy-benzaldehyde With chloro-trimethyl-silane; samarium diiodide; tert-butylammonium hexafluorophosphate(V) In tetrahydrofuran at 20℃; Electrochemical reaction; Stage #2: Acidic conditions; Overall yield = 42 %; diastereoselective reaction; |
Conditions | Yield |
---|---|
With oxygen; perruthenate modified mesoporous silicate MCM-41 In toluene at 80℃; for 3h; Oxidation; | 100% |
With Oxone; [Mn(NO3)2(2,3,5,6-tetra(2-pyridyl)pyrazine)(H2O)]; tetrabutylammomium bromide In dichloromethane at 20℃; Catalytic behavior; Reagent/catalyst; | 100% |
With 1-benzyl-1-aza-4-azoniabicyclo<2.2.2>octane periodate In acetonitrile for 10h; Heating; | 99% |
Conditions | Yield |
---|---|
With thionyl chloride; triethylamine In dichloromethane at 20℃; for 1h; | 100% |
With hydrogenchloride at 120℃; under 7500.75 Torr; Flow reactor; | 99% |
With pyridine; thionyl chloride In benzene at 0℃; for 2h; | 96% |
Conditions | Yield |
---|---|
With phosphorus tribromide In benzene at 20℃; | 100% |
With chloro-trimethyl-silane; lithium bromide In acetonitrile for 22h; Bromination; Heating; | 98% |
With 1H-imidazole; iodine In dichloromethane at 20℃; for 0.25h; | 96% |
Conditions | Yield |
---|---|
With pyridine at 21℃; for 12h; | 100% |
With pyridine 1.) 0 degC, 15 min 2.) room temperature, 12 h; | 99% |
With tin(IV) tetraphenylporphyrin perchlorate at 20℃; for 0.0833333h; | 99% |
3-methoxybenzyl alcohol
tert-butyldimethylsilyl chloride
3-methoxy-O-tert-butyldimethylsilylbenzyl alcohol
Conditions | Yield |
---|---|
With 1H-imidazole at 25℃; | 100% |
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; | 100% |
With 1H-imidazole In dichloromethane | 94% |
With 1H-imidazole In dichloromethane at 15 - 42.9℃; for 17h; Inert atmosphere; Large scale; | 94% |
With 1H-imidazole In dichloromethane at 15 - 42.9℃; for 17.15h; Inert atmosphere; Large scale; | 94% |
Conditions | Yield |
---|---|
With pyridine at 0℃; for 1.5h; | 100% |
Conditions | Yield |
---|---|
With palladium dichloride In methanol at 40℃; for 18h; Inert atmosphere; Green chemistry; chemoselective reaction; | 99% |
With chlorocarbonylbis(triphenylphosphine)iridium(I); hydrazine hydrate; potassium hydroxide In methanol at 160℃; for 3h; Wolff-Kishner Reduction; Sealed tube; | 86% |
With chlorocarbonylbis(triphenylphosphine)iridium(I); hydrazine hydrate; potassium hydroxide In methanol at 160℃; for 3h; Sealed tube; | 86% |
With carbon monoxide; hydrogen; benzene unter Zusatz von Octacarbonyldikobalt und CoCO3 auf 190grad/238 at; | |
Multi-step reaction with 3 steps 1: 78 percent / sodium iodide; sodium hydride / tetrahydrofuran / 0 - 20 °C 2: sulfuryl chloride / CH2Cl2 / -78 °C 3: lithium; 4,4'-di-tert-butylbiphenyl / tetrahydrofuran / 1 h / 0 °C View Scheme |
3-methoxybenzyl alcohol
benzoic acid anhydride
3-methoxylbenzyl benzoate
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate In acetonitrile for 0.5h; Heating; | 99% |
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate for 0.666667h; Heating; | 99% |
With K5 for 1.25h; Heating; | 97% |
(NH4)8[CeW10O36]*20H2O for 9h; Heating; | 85% |
Conditions | Yield |
---|---|
With zinc(II) nitrate hexahydrate; potassium tert-butylate In toluene at 140℃; for 36h; Sealed tube; Inert atmosphere; Schlenk technique; | 99% |
With sodium hydrogencarbonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In toluene at 110℃; for 17h; | 97% |
With cesiumhydroxide monohydrate at 130℃; for 24h; Schlenk technique; | 96% |
3-methoxybenzyl alcohol
(4-bromo-3-methoxyphenyl)methanol
Conditions | Yield |
---|---|
With N-Bromosuccinimide In tetrahydrofuran at 20℃; for 8h; | 99% |
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 1.5h; | 88% |
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 1.5h; | 88% |
3-methoxybenzyl alcohol
ethyl acetoacetate
ethyl 2-(3-methoxybenzyl)-3-oxobutanoate
Conditions | Yield |
---|---|
With rice husk ash nano silica supported 12-tungstophosphoric acid at 80℃; for 0.0333333h; Neat (no solvent); | 99% |
With ferric hydrogen sulphate In 1,2-dichloro-ethane at 86℃; for 5h; | 65% |
3-methoxybenzyl alcohol
acetoacetic acid methyl ester
methyl 2-[(3-methoxyphenyl)methyl]-3-oxobutanoate
Conditions | Yield |
---|---|
With rice husk ash nano silica supported 12-tungstophosphoric acid at 80℃; for 0.0333333h; Neat (no solvent); | 99% |
With cesium 12-tungstophosphate at 80℃; for 1h; Neat (no solvent); | 92% |
Conditions | Yield |
---|---|
With ammonia; oxygen In tert-Amyl alcohol; water at 100℃; under 3750.38 Torr; for 10h; Autoclave; High pressure; | 99% |
With ammonium hydroxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [{(MeOH)Cu(OAc)}(μ-k2:k1-2-(3-(pyridin-2-yl)-1H-pyrazol-1-yl)acetic acid(-H))]2*0.5H2O; tetraethylammonium iodide; oxygen; potassium carbonate In water at 60℃; under 760.051 Torr; for 24h; | 93% |
With ammonia; oxygen In tert-Amyl alcohol; water at 130℃; under 3750.38 Torr; for 24h; | 92% |
Conditions | Yield |
---|---|
With Ximenia american In hexane at 30℃; for 24h; pH=5; Enzymatic reaction; | 99% |
Conditions | Yield |
---|---|
With potassium tert-butylate In toluene at 120℃; for 3h; Inert atmosphere; | 99% |
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate In toluene at 120℃; for 18h; Inert atmosphere; Sealed tube; | 87% |
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate at 20℃; for 0.333333h; | 98% |
With K5 for 0.75h; Heating; | 97% |
In neat (no solvent) at 70℃; for 0.416667h; Catalytic behavior; | 92 %Chromat. |
(R)-5-oxo-5,6-dihydro-2H-pyran-2-yl acetate
3-methoxybenzyl alcohol
(S)-(-)-6-(3-methoxybenzyl)oxy-2H-pyran-3(6H)-one
Conditions | Yield |
---|---|
Stage #1: 3-methoxybenzyl alcohol With triphenyl phosphite; palladium diacetate In dichloromethane Stage #2: (R)-5-oxo-5,6-dihydro-2H-pyran-2-yl acetate In dichloromethane | 98% |
3-methoxybenzyl alcohol
1,1,1,3,3,3-hexamethyl-disilazane
(3-Methoxy-benzyloxy)-trimethyl-silane
Conditions | Yield |
---|---|
With poly(4-vinylpyridine) In acetonitrile at 20℃; for 0.0166667h; | 98% |
With copper(II) sulfate In acetonitrile at 20℃; for 4h; | 95% |
With iron(III) chloride In acetonitrile at 20℃; | 95% |
3-methoxybenzyl alcohol
toluene-4-sulfonamide
N-(3-methoxybenzyl)-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With Ru/Fe3O4; potassium carbonate at 150℃; for 12h; Inert atmosphere; | 98% |
With air; copper diacetate; potassium carbonate at 150℃; for 12h; | 91% |
With copper diacetate; potassium carbonate at 150℃; for 12h; | 91% |
1,1,1,2,2,2-hexamethyldisilane
3-methoxybenzyl alcohol
(3-Methoxy-benzyloxy)-trimethyl-silane
Conditions | Yield |
---|---|
With lanthanum(III) nitrate hexahydrate In acetonitrile at 20℃; | 98% |
3-methoxybenzyl alcohol
acetylacetone
3-(3-methoxybenzyl)pentane-2,4-dione
Conditions | Yield |
---|---|
With rice husk ash nano silica supported 12-tungstophosphoric acid at 80℃; for 0.0333333h; Neat (no solvent); | 98% |
Conditions | Yield |
---|---|
Stage #1: 3-methoxybenzyl alcohol With oxygen at 106℃; under 3800.26 Torr; for 0.216667h; Flow reactor; Green chemistry; Stage #2: 2-amino-phenol at 106℃; Flow reactor; Green chemistry; Stage #3: at 106℃; for 0.666667h; Flow reactor; Green chemistry; | 98% |
3,4-dihydro-2H-pyran
3-methoxybenzyl alcohol
2-(3-methoxybenzyloxy)tetrahydro-2H-pyran
Conditions | Yield |
---|---|
With H7[PMo8V4O40] In acetonitrile at 20℃; for 0.0833333h; | 97.5% |
With C10H10N2O6S2(2+)*2HO4S(1-) at 20℃; for 0.116667h; | 91% |
With P-benzyltriphenylphosphonium tribromide In dichloromethane at 20℃; for 0.116667h; | 90% |
2-chloropyridine
3-methoxybenzyl alcohol
2-(3-methoxybenzyloxy)pyridine
Conditions | Yield |
---|---|
With potassium tert-butylate In 1,4-dioxane at 98℃; for 18h; | 97% |
With potassium tert-butylate In 1,4-dioxane at 98℃; for 19h; | 97% |
Conditions | Yield |
---|---|
With potassium carbonate at 160℃; for 12h; | 97% |
With C44H39IrN2P(1+)*C32H12BF24(1-); caesium carbonate In toluene at 120℃; for 12h; Inert atmosphere; | 91% |
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium acetate at 130℃; for 17h; Inert atmosphere; | 59% |
1. Introduction of 3-Methoxybenzyl alcohol
3-Methoxybenzyl alcohol is clear colorless liquid for API intermediartes, the IUPAC Name of it is (3-Methoxyphenyl)methanol.
2. Properties of 3-Methoxybenzyl alcohol
Melting Point: 89-91 °C
Product Categories: Benzhydrols, Benzyl & Special Alcohols ; Alcohol
Polar Surface Area: 18.46 Å2
Index of Refraction: 1.531
Molar Refractivity: 39.38 cm3
Molar Volume: 127.2 cm3
Surface Tension: 38.7 dyne/cm
Density of Benzenemethanol,3-methoxy-: 1.085 g/cm3
Flash Point: 109.9 °C
Enthalpy of Vaporization: 51.2 kJ/mol
Boiling Point: 247.4 °C at 760 mmHg
Vapour Pressure: 0.0136 mmHg at 25°C
3. Structure Descriptors of 3-Methoxybenzyl alcohol
InChI=1S/C8H10O2/c1-10-8-4-2-3-7(5-8)6-9/h2-5,9H,6H2,1H3
InChIKey: IIGNZLVHOZEOPV-UHFFFAOYSA-N
4. Safety Information of 3-Methoxybenzyl alcohol
Hazard Codes : Xn,Xi
Risk Statements: 36/37/38-22
R36/37/38: Irritating to eyes, respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements: 23-24/25-37/39-26-36
S23: Do not breathe vapour.
S24/25: Avoid contact with skin and eyes.
S37/39: Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 3
HS Code: 29094990
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