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CAS No.: | 20628-09-5 |
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Name: | Encecalin |
Article Data: | 16 |
Molecular Structure: | |
Formula: | C14H16 O3 |
Molecular Weight: | 232.279 |
Synonyms: | Ketone,7-methoxy-2,2-dimethyl-2H-1-benzopyran-6-yl methyl (8CI); Encecalin; NSC 603929 |
Density: | 1.082g/cm3 |
Boiling Point: | 367.7oC at 760 mmHg |
Flash Point: | 167.6oC |
PSA: | 35.53000 |
LogP: | 3.08200 |
Conditions | Yield |
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With potassium carbonate In acetone for 24h; Heating; | 94% |
With potassium carbonate In acetone at 0 - 20℃; Inert atmosphere; | 80% |
With potassium carbonate In acetone Ambient temperature; Irradiation; | |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; |
encecalin
Conditions | Yield |
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With tetraethylammonium tosylate In acetonitrile Ambient temperature; electrolysis; | 73% |
6-acetyl-4-bromo-7-methoxy-2,2-dimethylchromene
encecalin
Conditions | Yield |
---|---|
Ambient temperature; macroelectrolysis: mercury pool working electrode, tetraethylammonium p-toluenesulfonate supporting electrolyte; | 73% |
Conditions | Yield |
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With zinc(II) chloride In benzene for 1h; Ambient temperature; | 25.4% |
With iron(III) chloride at 20℃; for 1h; Friedel-Crafts Acylation; Inert atmosphere; | 24 mg |
Conditions | Yield |
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With potassium carbonate In acetone for 12h; Heating; |
Conditions | Yield |
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With sodium hydroxide; tetraethylammonium hydroxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone 1.) 60 deg C, 1 h; 2.) benzene, 1 h, reflux; Yield given. Multistep reaction; |
1-[4-(1,1-Dimethyl-prop-2-ynyloxy)-2-methoxy-phenyl]-ethanone
A
1-(5-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethanone
B
encecalin
Conditions | Yield |
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In various solvent(s) at 175 - 180℃; for 8h; sealed tube; Yield given. Yields of byproduct given; |
1-[2,4-Bis-benzyloxy-5-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-ethanone
encecalin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 18 percent / BBr3 / CH2Cl2 / 0.08 h / 0 °C 2: 80 percent / BBr3 / CH2Cl2 / 0.17 h / Ambient temperature 3: 95 percent / potassium carbonate / acetone / 1.5 h / 70 °C 4: 73 percent / Ambient temperature; macroelectrolysis: mercury pool working electrode, tetraethylammonium p-toluenesulfonate supporting electrolyte View Scheme | |
Multi-step reaction with 3 steps 1: 54 percent / BBr3 / CH2Cl2 / 0.08 h / 0 °C 2: 95 percent / potassium carbonate / acetone / 1.5 h / 70 °C 3: 73 percent / Ambient temperature; macroelectrolysis: mercury pool working electrode, tetraethylammonium p-toluenesulfonate supporting electrolyte View Scheme | |
Multi-step reaction with 2 steps 1: 1) BBr3, 2) K2CO3 / 1) CH2Cl2, -70 deg C to 0 deg C, 2) acetone, reflux 2: 73 percent / 0.1 M Et4NOTs / acetonitrile / Ambient temperature; electrolysis View Scheme |
2',4'-dihydroxy-5'-(3-hydroxy-3-methylbutynyl)acetophenone
encecalin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80 percent / BBr3 / CH2Cl2 / 0.17 h / Ambient temperature 2: 95 percent / potassium carbonate / acetone / 1.5 h / 70 °C 3: 73 percent / Ambient temperature; macroelectrolysis: mercury pool working electrode, tetraethylammonium p-toluenesulfonate supporting electrolyte View Scheme |
6-acetyl-4-bromo-7-hydroxy-2,2-dimethylchromene
encecalin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / potassium carbonate / acetone / 1.5 h / 70 °C 2: 73 percent / Ambient temperature; macroelectrolysis: mercury pool working electrode, tetraethylammonium p-toluenesulfonate supporting electrolyte View Scheme |