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CAS No.: | 915095-89-5 |
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Name: | Furan, 3-[4-[(5-broMo-2-chlorophenyl)Methyl]phenoxy]tetrahydro-, (3S)- |
Article Data: | 16 |
Molecular Structure: | |
Formula: | C17H16BrClO2 |
Molecular Weight: | 367.67 |
Synonyms: | (3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydro-furan; |
EINECS: | 1592732-453-0 |
Density: | 1.431±0.06 g/cm3 (20 oC 760 Torr) |
Boiling Point: | 459.1±45.0 °C(Predicted) |
PSA: | 18.46000 |
LogP: | 4.86100 |
(S)-(5-bromo-2-chlorophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone
(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene
Conditions | Yield |
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With aluminum (III) chloride; hydrogen In toluene at 20 - 25℃; for 3h; Temperature; | 95% |
With aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane In toluene at 0 - 23℃; for 2.5h; | 92% |
With aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane In toluene at 0 - 23℃; | 91.28% |
(S)-3-hydroxytetyrahydrofurane
(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene
Conditions | Yield |
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With potassium tert-butylate In tetrahydrofuran at 0 - 10℃; for 1h; Inert atmosphere; Large scale; | 88% |
(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene
Conditions | Yield |
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Stage #1: 4-bromo-1-chloro-2-(chloromethyl)benzene; (S)-3-phenoxytetrahydrofuran In ethyl acetate for 0.5h; Cooling with ice; Large scale; Stage #2: With aluminum (III) chloride In ethyl acetate at 78℃; for 8.5h; Cooling with ice; Large scale; | 87% |
5-Bromo-2-chlorobenzyl bromide
(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene
Conditions | Yield |
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With aluminum (III) chloride In ethyl acetate at 78℃; for 9h; Cooling with ice; Large scale; | 84% |
(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene
Conditions | Yield |
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Stage #1: (S)-3-(4-(5-bromo-2-aminobenzyl)phenoxy)tetrahydrofuran With hydrogenchloride; sodium nitrite In water at -10 - 0℃; for 3h; Large scale; Stage #2: With hydrogenchloride; copper(l) chloride In water at 20 - 80℃; for 3h; Large scale; | 74% |
4-(5-bromo-2-chlorobenzyl)phenol
(R)-3-Hydroxytetrahydrofuran
(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene
Conditions | Yield |
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Stage #1: (R)-3-Hydroxytetrahydrofuran With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 0 - 20℃; for 0.5h; Stage #2: 4-(5-bromo-2-chlorobenzyl)phenol In dichloromethane at 20℃; for 20h; | 55% |
5-bromo-2-chlorobenzoic acid
(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene
Conditions | Yield |
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Multi-step reaction with 4 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / fluorobenzene / 2 h / 15 - 25 °C 2: aluminum (III) chloride / 1 h / 0 - 25 °C 3: potassium tert-butylate / tetrahydrofuran / 0.5 h / 7 - 10 °C 4: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / toluene / 2.5 h / 0 - 23 °C View Scheme | |
Multi-step reaction with 3 steps 1: polyphosphoric acid / 50 - 85 °C 2: potassium iodide; potassium carbonate / acetonitrile / 50 - 55 °C 3: potassium borohydride; aluminium trichloride / tetrahydrofuran / 0.5 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2 h / 10 - 20 °C 2: aluminum (III) chloride / dichloromethane / 5 h / 0 - 20 °C 3: potassium tert-butylate / tetrahydrofuran / 2 h / 0 - 10 °C 4: aluminum (III) chloride; potassium borohydride / tetrahydrofuran / 6 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / Reflux 2: aluminum (III) chloride / dichloromethane / 8 h / 0 - 10 °C 3: 18-crown-6 ether; sodium hydroxide / toluene; water / 8 h / 50 - 60 °C 4: hydrogen; aluminum (III) chloride / toluene / 3 h / 20 - 25 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: N,N-dimethyl-formamide; oxalyl dichloride / 0 - 25 °C 1.2: 25 °C 2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 7 - 10 °C 3.1: 1,1,3,3-Tetramethyldisiloxane; aluminum (III) chloride / toluene / 0 - 23 °C View Scheme |
5-bromo-2-chloro-benzoyl chloride
(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene
Conditions | Yield |
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Multi-step reaction with 3 steps 1: aluminum (III) chloride / 1 h / 0 - 25 °C 2: potassium tert-butylate / tetrahydrofuran / 0.5 h / 7 - 10 °C 3: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / toluene / 2.5 h / 0 - 23 °C View Scheme | |
Multi-step reaction with 3 steps 1: aluminum (III) chloride / dichloromethane / 5 h / 0 - 20 °C 2: potassium tert-butylate / tetrahydrofuran / 2 h / 0 - 10 °C 3: aluminum (III) chloride; potassium borohydride / tetrahydrofuran / 6 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: aluminum (III) chloride / dichloromethane / 8 h / 0 - 10 °C 2: 18-crown-6 ether; sodium hydroxide / toluene; water / 8 h / 50 - 60 °C 3: hydrogen; aluminum (III) chloride / toluene / 3 h / 20 - 25 °C View Scheme |
(2-chloro-5-bromophenyl)(4-fluorophenyl)methanone
(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene
Conditions | Yield |
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Multi-step reaction with 2 steps 1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 7 - 10 °C 2: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / toluene / 2.5 h / 0 - 23 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 100 - 110 °C 2: aluminum (III) chloride; sodium tetrahydroborate / tetrahydrofuran / 24.5 h / 0 - 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 - 10 °C 2: aluminum (III) chloride; potassium borohydride / tetrahydrofuran / 6 h / 20 °C View Scheme |
phenol
(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene
Conditions | Yield |
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Multi-step reaction with 3 steps 1: polyphosphoric acid / 50 - 85 °C 2: potassium iodide; potassium carbonate / acetonitrile / 50 - 55 °C 3: potassium borohydride; aluminium trichloride / tetrahydrofuran / 0.5 h / 0 - 20 °C View Scheme |