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CAS No.: | 864070-18-8 |
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Name: | 4-(5-broMo-2-chlorobenzyl)phenol |
Article Data: | 39 |
Molecular Structure: | |
Formula: | C13H10BrClO |
Molecular Weight: | 297.579 |
Density: | 1.522±0.06 g/cm3(Predicted) |
Boiling Point: | 401.3±35.0 °C(Predicted) |
PSA: | 20.23000 |
LogP: | 4.39890 |
4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene
4-(5-bromo-2-chlorobenzyl)phenol
Conditions | Yield |
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With boron tribromide; sodium hydrogencarbonate In dichloromethane at 20 - 30℃; for 0.5h; Inert atmosphere; | 100% |
Stage #1: 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene With boron trichloride In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: With boron tribromide In dichloromethane at 0℃; | 98% |
With boron tribromide In dichloromethane for 1h; | 95% |
4-(5-bromo-2-chlorobenzyl)phenol
Conditions | Yield |
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Stage #1: 4-bromo-1-chloro-2-(4-methoxybenzyl)benzene With boron tribromide In dichloromethane at 20℃; for 2h; Stage #2: With potassium carbonate In dichloromethane; water at 20℃; Stage #3: With hydrogenchloride In dichloromethane; water pH=1; | 98% |
Stage #1: 4-bromo-1-chloro-2-(4-methoxybenzyl)benzene With boron tribromide In dichloromethane at 0 - 20℃; for 2h; Stage #2: With potassium carbonate In dichloromethane at 0℃; Stage #3: With hydrogenchloride In dichloromethane; water at 20℃; pH=1; | 98% |
Stage #1: 4-bromo-1-chloro-2-(4-methoxybenzyl)benzene With boron tribromide In dichloromethane at 0 - 20℃; for 2h; Stage #2: With water; potassium carbonate In dichloromethane at 0℃; | 98% |
(5-bromo-2-chlorophenyl)(4-hydroxyphenyl)methanone
4-(5-bromo-2-chlorobenzyl)phenol
Conditions | Yield |
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With triethylsilane; boron trifluoride diethyl etherate In diethyl ether; dichloromethane; acetonitrile at 20℃; for 16h; Inert atmosphere; | 94.8% |
5-bromo-2-chlorobenzoic acid
4-(5-bromo-2-chlorobenzyl)phenol
Conditions | Yield |
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Multi-step reaction with 4 steps 1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C 2: aluminum (III) chloride / dichloromethane / 1 h / -5 - 0 °C 3: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / -20 - 20 °C 4: boron tribromide / dichloromethane / 25 h / -78 - 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 10 h / 20 °C 2.1: aluminum (III) chloride / dichloromethane / 1 h / -5 - 20 °C / Inert atmosphere 2.2: 2 h / -5 - 0 °C / Inert atmosphere 3.1: aluminum (III) chloride; sodium tetrahydroborate / tetrahydrofuran / 18 h / 5 - 20 °C / Inert atmosphere 4.1: boron tribromide / dichloromethane / -10 - 0 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 0 - 20 °C 2.1: aluminum (III) chloride / dichloromethane / 0.33 h / -5 °C / Inert atmosphere 2.2: 3 h / -5 °C / Inert atmosphere 3.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2.33 h / 0 - 20 °C / Inert atmosphere 4.1: boron tribromide / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere; Darkness View Scheme |
phenol
4-(5-bromo-2-chlorobenzyl)phenol
Conditions | Yield |
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Multi-step reaction with 4 steps 1.1: potassium carbonate / acetone / 0.5 h / 20 °C 1.2: 3 h / Reflux 2.1: aluminum (III) chloride / dichloromethane / 1 h / 0 °C 3.1: aluminum (III) chloride / dichloromethane / 12 h / 20 °C / Inert atmosphere 4.1: triethylsilane; boron trifluoride diethyl etherate / diethyl ether; dichloromethane; acetonitrile / 16 h / 20 °C / Inert atmosphere View Scheme |
5-bromo-2-chloro-benzoyl chloride
4-(5-bromo-2-chlorobenzyl)phenol
Conditions | Yield |
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Multi-step reaction with 3 steps 1: aluminum (III) chloride / dichloromethane / 1 h / -5 - 0 °C 2: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / -20 - 20 °C 3: boron tribromide / dichloromethane / 25 h / -78 - 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / dichloromethane / 1 h / -5 - 20 °C / Inert atmosphere 1.2: 2 h / -5 - 0 °C / Inert atmosphere 2.1: aluminum (III) chloride; sodium tetrahydroborate / tetrahydrofuran / 18 h / 5 - 20 °C / Inert atmosphere 3.1: boron tribromide / dichloromethane / -10 - 0 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / dichloromethane / 0.33 h / -5 °C / Inert atmosphere 1.2: 3 h / -5 °C / Inert atmosphere 2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2.33 h / 0 - 20 °C / Inert atmosphere 3.1: boron tribromide / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere; Darkness View Scheme |
(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone
4-(5-bromo-2-chlorobenzyl)phenol
Conditions | Yield |
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Multi-step reaction with 2 steps 1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / -20 - 20 °C 2: boron tribromide / dichloromethane / 25 h / -78 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: triethylsilane / acetonitrile / 10 - 15 °C 1.2: 10 - 45 °C 2.1: boron tribromide / dichloromethane / 0 - 5 °C View Scheme | |
Multi-step reaction with 2 steps 1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 5 - 10 °C 2: boron tribromide / dichloromethane / 1 h View Scheme | |
Multi-step reaction with 2 steps 1: aluminum (III) chloride / dichloromethane / 12 h / 20 °C / Inert atmosphere 2: triethylsilane; boron trifluoride diethyl etherate / diethyl ether; dichloromethane; acetonitrile / 16 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: triethylsilane; trifluorormethanesulfonic acid; trifluoroacetic acid / 20 °C / Reflux 2: boron tribromide / dichloromethane / -78 - 20 °C View Scheme |
Phenetole
4-(5-bromo-2-chlorobenzyl)phenol
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h 1.2: 1 h / 4 - 5 °C 2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 5 - 10 °C 3.1: boron tribromide / dichloromethane / 1 h View Scheme | |
Multi-step reaction with 3 steps 1: aluminum (III) chloride / dichloromethane / 1 h / 0 °C 2: aluminum (III) chloride / dichloromethane / 12 h / 20 °C / Inert atmosphere 3: triethylsilane; boron trifluoride diethyl etherate / diethyl ether; dichloromethane; acetonitrile / 16 h / 20 °C / Inert atmosphere View Scheme |
(5-bromo-2-chlorophenyl)(4-methoxyphenyl)methanone
4-(5-bromo-2-chlorobenzyl)phenol
Conditions | Yield |
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Multi-step reaction with 2 steps 1: aluminum (III) chloride; sodium tetrahydroborate / tetrahydrofuran / 18 h / 5 - 20 °C / Inert atmosphere 2: boron tribromide / dichloromethane / -10 - 0 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2.33 h / 0 - 20 °C / Inert atmosphere 2: boron tribromide / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere; Darkness View Scheme | |
Multi-step reaction with 2 steps 1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2.33 h / 0 - 20 °C / Inert atmosphere 2: boron tribromide / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere; Darkness View Scheme |
4-(5-bromo-2-chlorobenzyl)phenol
Conditions | Yield |
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Multi-step reaction with 3 steps 1: sodium tetrahydroborate; ethanol / 0 - 5 °C 2: 0.5 h 3: hydrogen; palladium on activated charcoal / methanol View Scheme |