DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe
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inquiryGood quantity 7-Methoxycoumarin Basic information Product Name: 7-Methoxycoumarin Synonyms: AKOS 214-08;METHYL UMBELLIFERYL ETHER;AYAPAMIN;AYAPANIN;HERNIARIN;UMBELLIFERONE METHYL ESTER
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inquiryChengdu Biopurify Phytochemicals Ltd. is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine,Traditional Chinese Medic
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J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
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inquiryHangzhou Huarong Pharm Co., Ltd.established since 2006 , has been actively developing specialty products for Finished Dosages, APIs, Intermediates, and Fine chemicals markets in North America, Europe, Korea, Japan, Mid-East and all over the World. Hu
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Conditions | Yield |
---|---|
With potassium carbonate In acetone at 80℃; for 1h; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 80℃; for 3h; Solvent; | 99% |
7-hydroxy-2H-chromen-2-one
dimethyl acetylenedicarboxylate
7-methoxycoumarin
Conditions | Yield |
---|---|
With 1-methyl-1H-imidazole In neat (no solvent) at 100℃; for 0.0666667h; Microwave irradiation; Green chemistry; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 5h; Heating; | 97% |
With potassium carbonate In acetone at 25℃; for 5h; Inert atmosphere; | 97% |
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 4h; | 94% |
2-Hydroxy-4-methoxybenzaldehyde
ethyl (triphenylphosphoranylidene)acetate
7-methoxycoumarin
Conditions | Yield |
---|---|
With N,N-diethylaniline at 215℃; for 0.25h; | 95.2% |
With N,N-diethylaniline at 215℃; for 0.25h; Heating; | 95% |
With N,N-diethylaniline at 215℃; for 0.25h; Product distribution; Mechanism; other solvent, other temperature; other salicylaldehydes; | 95.2% |
Conditions | Yield |
---|---|
Stage #1: 7-hydroxy-2H-chromen-2-one With potassium hydroxide In acetonitrile for 0.5h; Stage #2: dimethyl sulfate In acetonitrile at 40℃; for 48h; | 95% |
With potassium carbonate; potassium iodide In acetone at 20℃; for 5h; | 90.2% |
With potassium carbonate In acetone for 0.05h; Etherification; methylation; microwave irradiation; | 85% |
With potassium carbonate In acetone for 72h; Reflux; | 80% |
With potassium carbonate; benzene |
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 0.025h; microwave irradiation; | 95% |
7-hydroxy-2H-chromen-2-one
N,N,N,2-tetramethylbenzenaminium iodide
7-methoxycoumarin
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 80℃; for 3h; | 94% |
7-hydroxy-2H-chromen-2-one
phosphorous acid trimethyl ester
7-methoxycoumarin
Conditions | Yield |
---|---|
With boron trifluoride In diethyl ether for 0.0152778h; microwave irradiation; | 93% |
2-Hydroxy-4-methoxybenzaldehyde
S-phenyl hydrogen thiomalonate
7-methoxycoumarin
Conditions | Yield |
---|---|
With triethylamine; benzylamine In chloroform at 55℃; for 3h; | 92% |
2-Hydroxy-4-methoxybenzaldehyde
ethyl (triphenylphosphoranylidene)acetate
A
7-methoxycoumarin
B
ethyl 3-(2-hydroxy-4-methoxyphenyl)-(E)-2-propenoate
Conditions | Yield |
---|---|
In benzene at 80℃; for 4h; Heating; | A 7% B 91% |
In benzene for 4h; Heating; | A 7.4% B 90.7% |
2-Hydroxy-4-methoxybenzaldehyde
chloroacetic acid ethyl ester
7-methoxycoumarin
Conditions | Yield |
---|---|
With molecular sieve; sodium methylate; triphenylphosphine Wittig reaction; microwave irradiation; | 89% |
With sodium methylate; magnesium oxide; triphenylphosphine Wittig reaction; | 87% |
Conditions | Yield |
---|---|
With sodium methylate; triphenylphosphine at 80 - 210℃; for 5.5h; Ionic liquid; | 89% |
acetic acid 3-methoxyphenyl ester
acrylic acid methyl ester
7-methoxycoumarin
Conditions | Yield |
---|---|
With formic acid; rhodium(II) acetate dimer; sodium acetate In neat (no solvent) at 100℃; for 3h; Molecular sieve; Inert atmosphere; regioselective reaction; | 88% |
2-Hydroxy-4-methoxybenzaldehyde
methyl (triphenylphosphoranylidene)acetate
7-methoxycoumarin
Conditions | Yield |
---|---|
In toluene at 220℃; for 1h; Inert atmosphere; Microwave irradiation; Sealed tube; | 86% |
With N,N-diethylaniline at 210℃; for 2h; Wittig Olefination; | 71% |
With 7-hydroxy-2H-chromen-2-one In N,N-diethylaniline at 210℃; for 2h; Wittig reaction; | 60% |
Conditions | Yield |
---|---|
Stage #1: 7-hydroxy-2H-chromen-2-one With potassium carbonate In acetone for 0.25h; Inert atmosphere; Reflux; Stage #2: methyl bromide In acetone Inert atmosphere; Reflux; | 86% |
With potassium carbonate In acetone at 80℃; for 1h; | |
In acetone at 80℃; for 1h; Williamson Ether Synthesis; |
(E)-methyl 2’-hydroxy-4’-methoxycinnamate
7-methoxycoumarin
Conditions | Yield |
---|---|
With tributylphosphine In methanol at 70℃; for 20h; Inert atmosphere; | 83% |
2-Hydroxy-4-methoxybenzaldehyde
methyl chloroacetate
A
7-methoxycoumarin
B
(E)-methyl 2’-hydroxy-4’-methoxycinnamate
Conditions | Yield |
---|---|
With 1-(2-OPPh2-propyl)-3-methylimidazolium hexafluorophosphate; sodium methylate at 110℃; for 0.166667h; Horner-Wadsworth-Emmons olefination; Ionic liquid; Microwave irradiation; | A 81% B 19% |
Conditions | Yield |
---|---|
With PPA at 70℃; for 4h; | 80% |
Conditions | Yield |
---|---|
With naphthalene-1,4-dicarbonitrile; oxygen In water; acetonitrile for 6h; Irradiation; | 80% |
With naphthalene-1,4-dicarbonitrile; oxygen In acetonitrile for 6h; Mechanism; Irradiation; variation of substituents; | 80% |
Multi-step reaction with 2 steps 1: riboflavin; oxygen / acetonitrile; methanol / 20 °C / UV-irradiation 2: riboflavin; oxygen / acetonitrile; methanol / 20 °C / UV-irradiation View Scheme |
Conditions | Yield |
---|---|
With pyridine; sulfuric acid at 119℃; for 0.05h; Microwave irradiation; | 79% |
acrylic acid 5-methoxy-2-vinyl-phenyl ester
7-methoxycoumarin
Conditions | Yield |
---|---|
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 20℃; | 78% |
Conditions | Yield |
---|---|
With sodium acetate In N,N-dimethyl-formamide at 180℃; for 6h; Inert atmosphere; | 78% |
With sodium acetate at 185℃; for 6h; Inert atmosphere; | |
With sodium acetate at 170℃; for 6h; Inert atmosphere; Sealed tube; | |
With sodium acetate at 185℃; for 6h; Inert atmosphere; |
2-Hydroxy-4-methoxybenzaldehyde
2-triphenyl(α-carboxymethylene)phosphorane imidazolide
A
1H-imidazole
B
7-methoxycoumarin
Conditions | Yield |
---|---|
Stage #1: 2-Hydroxy-4-methoxybenzaldehyde With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene at 60℃; for 2h; Inert atmosphere; Stage #2: 2-triphenyl(α-carboxymethylene)phosphorane imidazolide In 5,5-dimethyl-1,3-cyclohexadiene for 48h; Intramolecular Wittig reaction; Reflux; Inert atmosphere; | A n/a B 72% |
Conditions | Yield |
---|---|
at 210 - 215℃; for 5h; | 71% |
Conditions | Yield |
---|---|
With Di-tert-butyl acetylenedicarboxylate In neat (no solvent) at 100℃; for 0.0833333h; Microwave irradiation; Green chemistry; | 70% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 40℃; for 8.5h; | 70% |
3-methoxyphenyl propiolate
7-methoxycoumarin
Conditions | Yield |
---|---|
With Echavarren's catalyst In dichloromethane at 18℃; for 1h; | 70% |
Conditions | Yield |
---|---|
With palladium diacetate; potassium hydrogencarbonate at 140℃; for 0.366667h; Heck reaction; Microwave irradiation; neat (no solvent); | 69% |
7-methoxycoumarin
Conditions | Yield |
---|---|
In methanol at 40 - 50℃; for 23h; UV-irradiation; | 69% |
7-methoxycoumarin
3-bromo-7-methoxy-2H-chromen-2-one
Conditions | Yield |
---|---|
With N-chloro-succinimide; copper(II) chloride monohydrate; zinc(II) chloride In acetonitrile at 82℃; for 0.0833333h; regioselective reaction; | 99.5% |
With N-Bromosuccinimide; sodium acetate In acetonitrile Inert atmosphere; | 95% |
With N-Bromosuccinimide; sodium acetate In acetonitrile at 20℃; | 91% |
Conditions | Yield |
---|---|
With Pyridine hydrobromide In sulfolane at 150 - 160℃; for 7h; Inert atmosphere; | 98% |
With aluminum (III) chloride In toluene for 3h; Reflux; | 86% |
With 1-n-butyl-3-methylimidazolim bromide; toluene-4-sulfonic acid; 1-butyl-3-methylimidazolium Tetrafluoroborate at 115℃; for 13h; | 80% |
Conditions | Yield |
---|---|
With bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at 20℃; for 0.5h; regioselective reaction; | 97% |
7-methoxycoumarin
7-methoxy-3,4-dihydro-2H-1-benzopyran-2-one
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol for 2h; Heating; | 96% |
palladium-carbon | 96% |
With hydrogen; Lindlar's catalyst In ethanol at 55℃; under 51754.1 Torr; for 18h; |
7-methoxycoumarin
3-chloro-7-methoxy-2H-chromen-2-one
Conditions | Yield |
---|---|
With N-chloro-succinimide; copper(II) chloride monohydrate; zinc(II) chloride In acetonitrile at 82℃; for 1h; regioselective reaction; | 95.3% |
Conditions | Yield |
---|---|
With sodium methylate for 5h; Heating; | 93% |
With sodium methylate Heating; | 92% |
With sodium methylate for 5h; Heating; | 92% |
With sodium methylate for 3h; Heating; | 88% |
With sodium methylate |
Conditions | Yield |
---|---|
In methanol for 4.5h; Inert atmosphere; Reflux; | 93% |
Conditions | Yield |
---|---|
With sodium methylate for 4.5h; Reflux; | 93% |
7-methoxycoumarin
sodium methylate
(E)-methyl 2’-hydroxy-4’-methoxycinnamate
Conditions | Yield |
---|---|
In methanol for 5h; Heating; | 92% |
7-methoxycoumarin
3-methyl-2-butenyllithium
4-(1,1-Dimethyl-allyl)-7-methoxy-chroman-2-one
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran 1.) -78 deg C, 1.5 h; 2.) warm up to 0 deg C, 30 min; | 91% |
7-methoxycoumarin
2,3-bis(4-methoxyphenyl)-6-methoxy-1-benzofuran
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; palladium diacetate; caesium carbonate In 1,3,5-trimethyl-benzene at 160℃; for 18h; | 91% |
Conditions | Yield |
---|---|
With tris[2-phenylpyridinato-C2,N]iridium(III); potassium carbonate In dimethyl sulfoxide at 20℃; for 12h; Schlenk technique; Irradiation; Inert atmosphere; | 91% |
7-methoxycoumarin
7-methoxycoumarin syn head-to-tail dimer
Conditions | Yield |
---|---|
In solid Irradiation; | 90% |
for 15h; Ambient temperature; Irradiation; | 90% |
In water for 5h; Irradiation; micelles of sodium dodecyl sulfate (SDS) (0.032 M); | 70% |
7-methoxycoumarin
3,9-Dimethoxy-6a,6b,12a,12b-tetrahydro-5,11-dioxa-dibenzo[a,b]biphenylene-6,12-dione
Conditions | Yield |
---|---|
Irradiation; | 90% |
With sodium dodecyl-sulfate 1.) 15 to 20 h, room temperature 2.) 5 h, irradiation; Yield given. Multistep reaction; |
7-methoxycoumarin
(6aS,6bS,12aR,12bR)-3,9-Dimethoxy-6a,6b,12a,12b-tetrahydro-5,11-dioxa-dibenzo[a,b]biphenylene-6,12-dione
Conditions | Yield |
---|---|
for 15h; Irradiation; | 90% |
7-methoxycoumarin
1,3-dioxoisoindolin-2-yl 3,3-dimethylbutanoate
Conditions | Yield |
---|---|
With fac-tris(2-phenylpyridinato-N,C2')iridium(III); trifluoroacetic acid In dimethyl sulfoxide at 20℃; for 24h; Schlenk technique; Inert atmosphere; Irradiation; regioselective reaction; | 90% |
With tris[2-phenylpyridinato-C2,N]iridium(III); trifluoroacetic acid In N,N-dimethyl-formamide at 20℃; for 8h; Inert atmosphere; Irradiation; Green chemistry; | 75% |
Conditions | Yield |
---|---|
With bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at 20℃; for 0.5h; regioselective reaction; | 89% |
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