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CAS No.: | 116119-01-8 |
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Name: | 1,3-Benzodioxole-5-carboxylic acid, 7-hydroxy-, methyl ester |
Article Data: | 13 |
Molecular Structure: | |
Formula: | C9H8O5 |
Molecular Weight: | 196.16 |
Synonyms: | 7-Hydroxy-1,3-benzodioxole-5-carboxylic Acid Methyl Ester; |
PSA: | 64.99000 |
LogP: | 0.90750 |
methyl 7-(benzyloxy)benzo[d][1,3]dioxole-5-carboxylate
methyl 7-hydroxybenzo[d][1,3]dioxole-5-carboxylate
Conditions | Yield |
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With titanium tetrachloride In chloroform at 20℃; for 12h; | 90% |
With titanium tetrachloride In chloroform at 20℃; for 12h; | 90% |
With palladium 10% on activated carbon; hydrogen In ethanol |
diiodomethane
methyl galloate
methyl 7-hydroxybenzo[d][1,3]dioxole-5-carboxylate
Conditions | Yield |
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With potassium carbonate; copper(II) oxide In N,N-dimethyl-formamide at 130℃; for 5h; Inert atmosphere; | 60% |
Stage #1: methyl galloate With sulfuric acid In methanol for 12h; Reflux; Stage #2: diiodomethane With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; | 58% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 40h; | 49% |
With potassium carbonate In dimethyl sulfoxide at 120℃; for 1.5h; | 37% |
With potassium carbonate In N,N-dimethyl-formamide |
methyl galloate
1,2-dibromomethane
methyl 7-hydroxybenzo[d][1,3]dioxole-5-carboxylate
Conditions | Yield |
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With potassium hydrogencarbonate In dimethyl sulfoxide at 60℃; for 1.5h; Inert atmosphere; | 55% |
methanol
methyl 7-hydroxybenzo[d][1,3]dioxole-5-carboxylate
Conditions | Yield |
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With hydrogenchloride | |
With sulfuric acid In water Inert atmosphere; Sealed tube; Reflux; |
methyl 7-hydroxybenzo[d][1,3]dioxole-5-carboxylate
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 100 percent / hydrochloric acid / methanol; H2O / 2 h / 20 °C 2: 90 percent / potassium fluoride / dimethylformamide / 110 °C 3: 90 percent / TiCl4 / CHCl3 / 12 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydrogenchloride; water 2: palladium 10% on activated carbon; hydrogen / ethanol View Scheme |
3,4,5-trihydroxybenzoic acid
methyl 7-hydroxybenzo[d][1,3]dioxole-5-carboxylate
Conditions | Yield |
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Multi-step reaction with 6 steps 1: 100 percent / sulfuric acid / 6 h / Heating 2: 98.5 percent / Amberlyst 15E / benzene / 18 h / Heating 3: 100 percent / potassium carbonate / dimethylformamide / 12 h / 70 °C 4: 100 percent / hydrochloric acid / methanol; H2O / 2 h / 20 °C 5: 90 percent / potassium fluoride / dimethylformamide / 110 °C 6: 90 percent / TiCl4 / CHCl3 / 12 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: sulfuric acid / Reflux 2: Amberlist 15E 3: potassium carbonate / N,N-dimethyl-formamide 4: hydrogenchloride; water 5: palladium 10% on activated carbon; hydrogen / ethanol View Scheme |
methyl galloate
methyl 7-hydroxybenzo[d][1,3]dioxole-5-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 98.5 percent / Amberlyst 15E / benzene / 18 h / Heating 2: 100 percent / potassium carbonate / dimethylformamide / 12 h / 70 °C 3: 100 percent / hydrochloric acid / methanol; H2O / 2 h / 20 °C 4: 90 percent / potassium fluoride / dimethylformamide / 110 °C 5: 90 percent / TiCl4 / CHCl3 / 12 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: Amberlist 15E 2: potassium carbonate / N,N-dimethyl-formamide 3: hydrogenchloride; water 4: palladium 10% on activated carbon; hydrogen / ethanol View Scheme |
methyl 3-(benzyloxy)-4,5-dihydroxybenzoate
methyl 7-hydroxybenzo[d][1,3]dioxole-5-carboxylate
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 90 percent / potassium fluoride / dimethylformamide / 110 °C 2: 90 percent / TiCl4 / CHCl3 / 12 h / 20 °C View Scheme |
2-ethoxy-7-hydroxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester
methyl 7-hydroxybenzo[d][1,3]dioxole-5-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 100 percent / potassium carbonate / dimethylformamide / 12 h / 70 °C 2: 100 percent / hydrochloric acid / methanol; H2O / 2 h / 20 °C 3: 90 percent / potassium fluoride / dimethylformamide / 110 °C 4: 90 percent / TiCl4 / CHCl3 / 12 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide 2: hydrogenchloride; water 3: palladium 10% on activated carbon; hydrogen / ethanol View Scheme |
methyl 7-hydroxybenzo[d][1,3]dioxole-5-carboxylate
methyl 2-bromo-3-hydroxy-4,5-methylenedioxybenzoate
Conditions | Yield |
---|---|
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In chloroform at 20℃; for 10h; | 95% |
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In chloroform at 20℃; for 10h; | 95% |
With N-Bromosuccinimide In tetrahydrofuran at 25℃; for 1h; regioselective reaction; | 85% |
With N-Bromosuccinimide In tetrahydrofuran at 20℃; | 79% |