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CAS No.: | 339549-67-6 |
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Name: | Cyclopentyl 3-methoxyphenyl ketone |
Article Data: | 4 |
Molecular Structure: | |
Formula: | C13H16O2 |
Molecular Weight: | 204.269 |
Synonyms: | CYCLOPENTYL 3-METHOXYPHENYL KETONE;Cyclopentyl(3-methoxyphenyl)methanone |
Density: | 1.076 |
Boiling Point: | 311.7°C at 760 mmHg |
Flash Point: | 133.4°C |
PSA: | 26.30000 |
LogP: | 3.06810 |
3-methoxybenzonitrile
cyclopentylmagnesium bromide
(m-methoxyphenyl)cyclopentyl ketone
Conditions | Yield |
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In diethyl ether at 0 - 20℃; for 6h; Inert atmosphere; | 51% |
Stage #1: 3-methoxybenzonitrile; cyclopentylmagnesium bromide In diethyl ether at 0℃; Inert atmosphere; Reflux; Stage #2: With water In diethyl ether Acidic conditions; |
(m-methoxyphenyl)cyclopentyl ketone
Conditions | Yield |
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With samarium diiodide In tetrahydrofuran at 23℃; Inert atmosphere; | 36% |
Cyclopentyl bromide
3-methoxybenzonitrile
(m-methoxyphenyl)cyclopentyl ketone
Conditions | Yield |
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With magnesium In tetrahydrofuran |
(m-methoxyphenyl)cyclopentyl ketone
Conditions | Yield |
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Multi-step reaction with 2 steps 1: trimethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere 2: samarium diiodide / tetrahydrofuran / 23 °C / Inert atmosphere View Scheme |
hexahydro-2H-oxepin-2-one
(m-methoxyphenyl)cyclopentyl ketone
Conditions | Yield |
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Multi-step reaction with 4 steps 1.1: magnesium; iodine / tetrahydrofuran / 2 h / 70 °C / Inert atmosphere 1.2: -15 - 20 °C / Inert atmosphere 2.1: phenyltrimethylammonium tribromide / tetrahydrofuran / 23 °C / Inert atmosphere 3.1: trimethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere 4.1: samarium diiodide / tetrahydrofuran / 23 °C / Inert atmosphere View Scheme |
(m-methoxyphenyl)cyclopentyl ketone
Conditions | Yield |
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Multi-step reaction with 3 steps 1: phenyltrimethylammonium tribromide / tetrahydrofuran / 23 °C / Inert atmosphere 2: trimethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere 3: samarium diiodide / tetrahydrofuran / 23 °C / Inert atmosphere View Scheme |
3-methoxyphenyl bromide
(m-methoxyphenyl)cyclopentyl ketone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: magnesium; iodine / tetrahydrofuran / 2 h / 70 °C / Inert atmosphere 1.2: -15 - 20 °C / Inert atmosphere 2.1: phenyltrimethylammonium tribromide / tetrahydrofuran / 23 °C / Inert atmosphere 3.1: trimethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere 4.1: samarium diiodide / tetrahydrofuran / 23 °C / Inert atmosphere View Scheme |
(m-methoxyphenyl)cyclopentyl ketone
Conditions | Yield |
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With phenylsilane; copper(II) acetate monohydrate; (S)-2,2',6,6'-tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine In toluene at -20℃; for 36h; enantioselective reaction; | 96% |
(m-methoxyphenyl)cyclopentyl ketone
(methoxymethyl)triphenylphosphonium chloride
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With n-butyllithium; phenyllithium In diethyl ether; hexane at -78 - 0℃; Stage #2: (m-methoxyphenyl)cyclopentyl ketone In diethyl ether; hexane at -78 - 0℃; Wittig reaction; |
(m-methoxyphenyl)cyclopentyl ketone
Conditions | Yield |
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With bromine In tetrachloromethane at 0 - 20℃; for 1h; | 30.1 g |
With bromine In tetrachloromethane | |
With copper(ll) bromide In ethyl acetate for 4h; Reflux; | 274.6 g |
With copper(ll) bromide In ethyl acetate for 4h; Reflux; |