2-Hydroxy-4-methoxybenzaldehyde supplier

Name
2-Hydroxy-4-methoxybenzaldehyde
EINECS 211-604-0
CAS No. 673-22-3
Article Data100
CAS DataBase
Density 1.231 g/cm³
Solubility Solubility in methanol is almost transparent. Insoluble in water.
Melting Point 41-43 °C(lit.)
Formula C₈H₈O₃
Boiling Point 271.5 °C at 760 mmHg
Molecular Weight 152.15
Flash Point 112.1 °C
Transport Information
Appearance creamy white to beige or light brown cryst. powder
Safety 26-36-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms p-Anisaldehyde,2-hydroxy- (6CI,7CI,8CI);2-Formyl-5-methoxyphenol;2-Hydroxy-p-anisaldehyde;4-Methoxy-6-hydroxybenzaldehyde;4-Methoxysalicylaldehyde;NSC 155334;o-Hydroxy-p-methoxybenzaldehyde;
PSA 46.53000
LogP 1.21330

Synthetic route

: 50-00-0
formaldehyd

: 150-19-6
O-methylresorcine

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With triethylamine; magnesium chloride In tetrahydrofuran Inert atmosphere; Reflux;	98%
With triethylamine; magnesium chloride In tetrahydrofuran Inert atmosphere; Reflux; regioselective reaction;	92%
Stage #1: O-methylresorcine With triethylamine; magnesium chloride In acetonitrile at 20℃; for 0.25h; Stage #2: formaldehyd In acetonitrile Reflux;	89%

: 59648-29-2
2-(hydroxymethyl)-5-methoxyphenol

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With oxygen In ethanol at 20℃; under 760.051 Torr; for 0.316667h; Catalytic behavior; Green chemistry;	98%
With dihydrogen peroxide at 20℃; for 3.5h; Catalytic behavior; Green chemistry;	98%
With air; (acryl-TEMPO)-co-(allylamine-treated chlorophyll b-Co(III) complex) immobilized on SiO2-covered Fe3O4 magnetic nanoparticles In water at 25℃; for 0.333333h;	94%
With oxygen In aq. buffer at 45℃; for 13h; pH=4.5; Reagent/catalyst; Green chemistry;	93 %Chromat.

: 954374-77-7
ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

: 2298-07-9
4-Bromo-1-naphthylamine

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: C33H32NO8Br

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃;	A n/a B 95%

...Expand

: 954374-77-7
ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

: 106-49-0
p-toluidine

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: 954374-93-7
C30H33NO8

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃;	A n/a B 95%

...Expand

: 613-45-6
2,4-Dimethoxybenzaldehyde

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at -5 - 25℃;	94%
With boron trichloride Ambient temperature;	93%
With boron trichloride In dichloromethane at 0 - 20℃; for 16h; Dealkylation;	93%

: 50-00-0
formaldehyd

: 150-19-6
O-methylresorcine

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: 700-44-7
6-methoxysalicylaldehyde

Conditions

Conditions	Yield
With triethylamine; magnesium chloride In acetonitrile for 2h; Heating;	A 91% B 5%
With triethylamine; magnesium chloride

...Expand

: 64-18-6
formic acid

: 41046-70-2
2-iodo-5-methoxyphenol

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
Stage #1: 2-iodo-5-methoxyphenol With iodine; triethylamine; triphenylphosphine In dichloromethane; toluene at 20℃; for 0.0833333h; Sealed tube; Green chemistry; Stage #2: formic acid In dichloromethane; toluene at 70℃; for 1.5h; Sealed tube; Green chemistry;	91%

: 20503-09-7
2-(2-hydroxy-4-methoxyphenyl)acetic acid

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.5h; Oxidation; decarboxylation; Heating;	90%

: 954374-77-7
ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

: 108-42-9
3-chloro-aniline

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: C29H30ClNO8

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃;	A n/a B 90%

...Expand

: 954374-77-7
ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

: 75-31-0
isopropylamine

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: C26H33NO8

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃;	A n/a B 89%

...Expand

: 77-78-1
dimethyl sulfate

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetone Reflux;	86.3%
With potassium carbonate In acetone for 5h; Reflux;	55%
With potassium carbonate In acetone for 5h; Reflux;	55%

: 40138-18-9
(2-formyl-5-methoxyphenyl)boronic acid

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With N,N-dimethyl-p-toluidine N-oxide In dichloromethane at 20℃; for 0.0166667h;	86%

: 67-71-0
dimethylsulfone

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With sodium hydrogencarbonate In toluene at 90℃; for 10h;	83%

: 123-11-5
4-methoxy-benzaldehyde

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; bis-[(trifluoroacetoxy)iodo]benzene In 1,2-dichloro-ethane at 100℃; for 8h; Catalytic behavior; Reagent/catalyst; Temperature; Schlenk technique; Inert atmosphere; chemoselective reaction;	72%
With boric acid tributyl ester; dihydrogen peroxide; sec.-butyllithium 1.) THP, 20 deg C, 45 min, 2.) 0 deg C, 1 h; Yield given. Multistep reaction;
Multi-step reaction with 2 steps 1.1: sodium sulfate / methanol / 24 h / Reflux 2.1: tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; oxygen / acetone / 0.5 h / 20 °C / Glovebox 2.2: 0.5 h / 70 °C / Glovebox View Scheme

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 74-88-4
methyl iodide

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetone for 2h; Heating;	69%
With potassium carbonate In acetone at 20℃; Inert atmosphere;	68.4%
With potassium carbonate In acetone at 20℃; for 24h;	64%

: chloro-(2,3-dimethyl-but-2-enyl)-dimethyl-silane

: 80-48-8
methyl p-toluene sulfonate

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 1h; Heating;	65%

: 30114-41-1
3-methoxyphenyl formate

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With boron tribromide In 1,2-dichloro-ethane at -10 - 20℃; for 23h; Fries rearrangement;	59%

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 74-88-4
methyl iodide

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: 613-45-6
2,4-Dimethoxybenzaldehyde

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In acetone at 23℃; for 18h;	A 53% B n/a
With potassium carbonate; β‐cyclodextrin In acetone for 3h; Product distribution; Heating; var. β-cyclodextrin derivatives and reagent ratio;	A 63.6 % Spectr. B 36.4 % Spectr.

...Expand

: 67-71-0
dimethylsulfone

: 95-01-2
2,4-Dihydroxybenzaldehyde

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: 613-45-6
2,4-Dimethoxybenzaldehyde

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetone for 10h; Reflux;	A 51% B 33%

...Expand

: 123-11-5
4-methoxy-benzaldehyde

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: 100-09-4
4-methoxybenzoic acid

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; bis-[(trifluoroacetoxy)iodo]benzene In 1,2-dichloro-ethane at 80℃; for 8h; Reagent/catalyst; Schlenk technique; Inert atmosphere;	A 43% B 9%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium acetate; bis-[(trifluoroacetoxy)iodo]benzene In 1,2-dichloro-ethane at 80℃; for 8h; Reagent/catalyst; Temperature; Schlenk technique; Inert atmosphere;	A 5% B 32%

: 186581-53-3, 908094-01-9
diazomethane

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
In diethyl ether at 0℃;	40%
With diethyl ether

: 13198-99-7
3-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: 77184-86-2
1-(2-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanedione

C: 100-09-4
4-methoxybenzoic acid

D: 6-methoxy-2-(4-methoxybenzoyloxy)-3(2H)-benzofuranone

Conditions

Conditions	Yield
With manganese triacetate In acetic acid Heating; Further byproducts given;	A 30% B 8% C 34 % Spectr. D 4%
With manganese triacetate In acetic acid Heating; Further byproducts given;	A 3% B 8% C 34 % Spectr. D 4%

...Expand

: 150-19-6
O-methylresorcine

: 4885-02-3
Dichloromethyl methyl ether

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: 700-44-7
6-methoxysalicylaldehyde

C: 18278-34-7
4-hydroxy-2-methoxybenzaldehyde

Conditions

Conditions	Yield
Stage #1: O-methylresorcine With titanium tetrachloride In dichloromethane at 0℃; for 1h; Inert atmosphere; Stage #2: Dichloromethyl methyl ether In dichloromethane at 0℃; for 0.75h; Inert atmosphere; Overall yield = 61 %;	A n/a B n/a C 17%

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 60-29-7
diethyl ether

: 95-01-2
2,4-Dihydroxybenzaldehyde

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: 613-45-6
2,4-Dimethoxybenzaldehyde

...Expand

: 150-19-6
O-methylresorcine

: 74-90-8
hydrogen cyanide

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: 18278-34-7
4-hydroxy-2-methoxybenzaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; diethyl ether und Erhitzen des Reaktionsprodukts mit Wasser;
With hydrogenchloride
With hydrogenchloride; zinc(II) chloride
With hydrogenchloride; aluminium trichloride
With hydrogenchloride Darst.;

...Expand

: 150-19-6
O-methylresorcine

: 67-66-3
chloroform

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: 18278-34-7
4-hydroxy-2-methoxybenzaldehyde

Conditions

Conditions	Yield
With sodium hydroxide Nebenprod. 2: zwei isomeren Resorcindialdehydmonomethylaethern;

...Expand

: 2-hydroxy-4-methoxy-benzoic acid-(N-methyl-anilide)

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With lithium aluminium tetrahydride

: 150-19-6
O-methylresorcine

: 864131-95-3
N,N'-diphenylformamidine

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
at 185℃; und Kochen des Reaktionsprodukts mit Natronlauge;

: 77-78-1
dimethyl sulfate

: 95-01-2
2,4-Dihydroxybenzaldehyde

A: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

B: 18278-34-7
4-hydroxy-2-methoxybenzaldehyde

Conditions

Conditions	Yield
With methanol; sodium carbonate

...Expand

: 74-83-9
methyl bromide

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With water; sodium carbonate at 70 - 80℃;
With sodium ethanolate In ethanol
With potassium hydrogencarbonate In N,N-dimethyl-formamide for 3h; Etherification; Heating;
With potassium carbonate; potassium iodide In acetone for 48h; Reflux;
With potassium hydrogencarbonate; potassium iodide In acetone for 48h; Reflux;

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 3934-97-2
4-methoxycatechol

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran; water at 20℃; for 1h; Dakin reaction;	100%
With 7,8-difluoro-1,3-dimethyl-5-ethyl-4a-hydroperoxyalloxazine; dihydrogen peroxide; sodium hydrogencarbonate In methanol; water at 20℃; for 0.166667h; Dakin oxidation;	95%
With dihydrogen peroxide at 20℃; for 0.833333h; Dakin Phenol Oxidation; Green chemistry;	94%
With dihydrogen peroxide In water at 20℃; for 2.5h; Dakin Phenol Oxidation; Green chemistry;	92%
With sodium percarbonate In tetrahydrofuran; water for 2h; ultrasonication;	83%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 139386-27-9
ethyl 3-(2-hydroxy-4-methoxyphenyl)-(E)-2-propenoate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 0.5h; Wittig Olefination;	100%
In dichloromethane at 20℃;	100%
In toluene at 20℃; Inert atmosphere;	90%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 106-96-7
propargyl bromide

: 236390-57-1
4-methoxy-2-[(prop-2-yn-1-yl)oxy]benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	100%
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 3h; Inert atmosphere;	99%
Stage #1: 2-Hydroxy-4-methoxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere; Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	95%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 21204-67-1
methyl (triphenylphosphoranylidene)acetate

: 93198-68-6
(E)-methyl 2’-hydroxy-4’-methoxycinnamate

Conditions

Conditions	Yield
In tetrahydrofuran at 95℃; for 5h; Wittig reaction;	100%
In dichloromethane at 0 - 20℃; for 15h; Wittig Olefination; Inert atmosphere;	93%
In toluene at 150℃; for 0.166667h; Wittig Olefination; Inert atmosphere; Microwave irradiation; Sealed tube; stereoselective reaction;	89%
In toluene at 20℃; Inert atmosphere;	86%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 57497-39-9
N-tertbutylhydroxylamine hydrochloride

: 255052-05-2
α-(2-hydroxy-4-methoxyphenyl)-N-tert-butylnitrone

Conditions

Conditions	Yield
With pyrrolidine In methanol; water at 20℃; for 16h;	100%
With magnesium oxide at 20℃; for 0.0916667h; Neat (no solvent); Grinding;	86%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

: N,N'-bis(4-methoxysalicylidene)-(R,R')-1,2-cyclohexanediamine

Conditions

Conditions	Yield
In methanol	100%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 13139-86-1
4-methoxyphenyl magnesium bromide

: 433331-87-4
2-hydroxy-4,4'-dimethoxydiphenylmethanol

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; Inert atmosphere;	100%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 6258-35-1
3-(3,4-dimethoxyphenyl)prop-2-yn-1-ol

: 2-((3-(3,4-dimethoxyphenyl)prop-2-yn-1-yl)oxy)-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 0 - 20℃; for 18h; Mitsunobu Displacement;	100%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 192711-11-8
2-((tert-butyldimethylsilyl)oxy)-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With 1H-imidazole; tert-butyldimethylsilyl chloride In dichloromethane at 20℃; Inert atmosphere;	100%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 109-72-8, 29786-93-4
n-butyllithium

: 137362-04-0
3-Methoxy-6-(1'-hydroxypentyl)phenol

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; Alkylation;	99.5%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 17861-16-4
2-hydroxy-4-methoxybenzaldehyde oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 0 - 20℃;	99%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water for 3h; Reflux;	83%
With hydroxylamine hydrochloride; potassium carbonate In water Reflux;	77%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 108-24-7
acetic anhydride

: 62536-84-9
2-formyl-5-methoxyphenyl acetate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 1h;	99%
In pyridine for 17h;	70%
With pyridine at 20℃; for 24h;
With pyridine at 20℃; for 4h;
With pyridine

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 197015-32-0
4-methoxy-2-trifluoromethanesulfonyloxybenzaldehyde

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;	99%
With triethylamine In dichloromethane at 0 - 20℃;	95%
With triethylamine	90%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 107-15-3
ethylenediamine

: 157982-82-6
N,N′-bis(4-methoxysalicylidene)-1,2-diaminoethane

Conditions

Conditions	Yield
In ethanol for 3h; Inert atmosphere; Reflux;	99%
In methanol Reflux;	84%
In ethanol at 20℃; for 6h;	80%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 490038-99-8
1-(bromoacetyl)-3-propylazulene

: 1-(6-methoxybenzofuran-2-carbonyl)-3-propylazulene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 9.5h; Heating;	99%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 2065-66-9
methyl-triphenylphosphonium iodide

: 522592-59-2
2-hydroxy-4-methoxy-styrene

Conditions

Conditions	Yield
Stage #1: methyl-triphenylphosphonium iodide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 2h; Stage #2: 2-Hydroxy-4-methoxybenzaldehyde In tetrahydrofuran; hexane at -78℃; Wittig reaction;	99%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 16649-50-6
N-tert-Butylhydroxylamine

: 255052-05-2
α-(2-hydroxy-4-methoxyphenyl)-N-tert-butylnitrone

Conditions

Conditions	Yield
for 0.0583333h; Ionic liquid; Microwave irradiation;	99%
	72.9%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 7518-21-0
2-(1-methyl-1H-indol-3-yl)ethylamine

: 407-25-0
trifluoroacetic anhydride

: C21H19F3N2O3

Conditions

Conditions	Yield
Stage #1: 2-Hydroxy-4-methoxybenzaldehyde; 2-(1-methyl-1H-indol-3-yl)ethylamine In chloroform at -40℃; for 8h; Molecular sieve; Stage #2: trifluoroacetic anhydride In chloroform at -40℃; Molecular sieve;	99%

...Expand

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 3,4,5-tri(2’,3’-dihydrophytyloxy)benzylchloride

: 2-(3’,4’,5’-tri(2",3"-dihydrophytyloxy)benzyloxy)-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;	99%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 1121-22-8, 1436-59-5, 20439-47-8, 21436-03-3, 41013-43-8, 694-83-7
trans-1,2-Diaminocyclohexane

: (±)-trans-N,N′-1,2-cyclohexylenebis(2-hydroxy-4-methoxybenzylideneamine)

Conditions

Conditions	Yield
In neat (no solvent) for 0.166667h;	99%
In ethanol at 20℃; for 6h;	80%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 52814-92-3
1-(6-methoxybenzofuran-2-yl)ethan-1-one

Conditions

Conditions	Yield
With potassium carbonate; chloroacetone In acetone for 24h; Inert atmosphere; Reflux;	99%
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 18 h / 22 °C 2: toluene-4-sulfonic acid / tetrahydrofuran / 1 h / 20 °C View Scheme

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 126-81-8
dimedone

: 109-77-3
malononitrile

: C19H20N2O4

Conditions

Conditions	Yield
With Fe3O4(at)SiO2(at)Propyl-7-aminonaphthalene-1,3-disulfonic acid In water for 0.583333h; Reflux;	99%

...Expand

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 3182-93-2
ethyl 2-amino-3-phenylpropanoate hydrochloride

: ethyl (E)-2-((2-hydroxy-4-methoxybenzylidene)amino)-3-phenylpropanoate

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 24h; Inert atmosphere;	99%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: C8H10N2O2

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 20℃;	99%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 4414-88-4
1H-benzimidazol-2-acetonitrile

: 3-(1H-benzoimidazol-2-yl)-7-methoxy-chromen-2-ylideneamine

Conditions

Conditions	Yield
With piperidine; acetic acid In acetonitrile for 8h; Reflux;	98.7%
With piperidine In ethanol

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 57543-36-9
5-bromo-2-hydroxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With bromine In dichloromethane at -20℃; for 0.333333h; Inert atmosphere; regioselective reaction;	98%
With 1,3-di-n-butyl-1H-imidazol-3-ium tribromide at 20℃; Neat (no solvent); regioselective reaction;	98%
With bromine; acetic acid at 0 - 20℃; for 2h;	90%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 105-36-2
ethyl bromoacetate

: 76322-06-0
2-ethoxycarbonylmethoxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
Stage #1: 2-Hydroxy-4-methoxybenzaldehyde With sodium carbonate In acetone for 0.5h; Large scale; Stage #2: ethyl bromoacetate In acetone for 2h; Reagent/catalyst; Reflux; Large scale;	98%
With potassium carbonate In N,N-dimethyl-formamide	97%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	97%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 106-95-6
allyl bromide

: 71186-58-8
2-allyloxy-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With sodium hydroxide; benzyltri(n-butyl)ammonium chloride In dichloromethane Ambient temperature;	98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;	98%
With potassium carbonate In N,N-dimethyl-formamide	98%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 155912-26-8
1-[4-((E)-4-methoxyl-2-hydroxybenzylidene)]oxime

Conditions

Conditions	Yield
With pyridine; hydroxylamine hydrochloride In ethanol at 60℃; for 3h; Inert atmosphere;	98%
With N-hydroxyphthalimide In water at 90℃; for 3h; Sealed tube;	90%
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 0 - 20℃; for 1h;	71%
With pyridine; hydroxylamine hydrochloride In ethanol Condensation;
With hydroxylamine hydrochloride; triethylamine In ethanol; ethyl acetate

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 190451-39-9
(1R,2S,4aR,8aR)-2-hydroxy-decahydro-5,5,8a-trimethyl-1-naphthylmethanol

: 1-[(3R,4aS,6aR,10aR,10bR)-decahydro-7,7,10a-trimethyl-1H-naphtho-[2,1-d][1,3]-dioxin-3-yl]-4-methoxy-2-phenol

Conditions

Conditions	Yield
With sulfuric acid In dimethyl sulfoxide at 20℃; for 1.5h;	98%

2-Hydroxy-4-methoxybenzaldehyde Chemical Properties

Product Name: Benzaldehyde,2-hydroxy-4-methoxy- (CAS NO.673-22-3)
IUPAC Name: 2-hydroxy-4-methoxybenzaldehyde

Molecular Formula: C₈H₈O₃
Formula Weight: 152.15
MP: 41-43 °C(lit.)
Density: 1.231 g/cm³
Boiling Point: 271.5 °C at 760 mmHg
Flash Point: 112.1 °C
Vapour Pressure: 0.00387 mmHg at 25°C
Index of Refraction: 1.587
Sensitive : Air Sensitive
Physical State: Solid
Color: slightly beige
Product Categories: FINE Chemical & INTERMEDIATES; Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde

2-Hydroxy-4-methoxybenzaldehyde Uses

Benzaldehyde,2-hydroxy-4-methoxy- (CAS NO.673-22-3) is used as pharmaceutical intermediate.

2-Hydroxy-4-methoxybenzaldehyde Toxicity Data With Reference

sce-hmn:lyms 500 µmol/L

MUREAV Mutation Research. 206 (1988),17.

2-Hydroxy-4-methoxybenzaldehyde Consensus Reports

Reported in EPA TSCA Inventory.

2-Hydroxy-4-methoxybenzaldehyde Safety Profile

Safety: CAUTION: May irritate eyes, skin, and respiratory tract
Hazard Codes : Xi (Irritant)
Risk Statements : 36/37/38 (Irritating to eyes, respiratory system and skin)
Safety Statements : 26-36-24/25 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing; Avoid contact with skin and eyes)
WGK Germany : 3
RTECS : BZ2810000
F : 10 (Keep under argon)
Hazard Note : Irritant
HS Code : 29124900
Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.

Product Name

2-Hydroxy-4-methoxybenzaldehyde

Synthetic route

2-Hydroxy-4-methoxybenzaldehyde Chemical Properties

2-Hydroxy-4-methoxybenzaldehyde Uses

2-Hydroxy-4-methoxybenzaldehyde Toxicity Data With Reference

2-Hydroxy-4-methoxybenzaldehyde Consensus Reports

2-Hydroxy-4-methoxybenzaldehyde Safety Profile

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