No renderable structure data available
C1=CC=C2C(=C1)C=CC(=C2Br)CCOChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(1-bromonaphthalen-2-yl)ethanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 115351-61-6 |
| Database ID | 14492155 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(1-bromonaphthalen-2-yl)ethanol (CAS 115351-61-6) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 14492155
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-559dc3febddd4185a39a23b21229c723Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1-bromo-2-(2-hydroxy-ethyl)-naphthalene (46.5 g, 0.185 mol) in methylene chloride (370 mL) was placed under a nitrogen atmosphere, cooled in an ice bath, and stirred. Triethylamine (32.3 mL, 0.232 mol) was added followed by acetyl chloride (15.8 mL, 0.222 mol) dropwise over 5 minutes. The reaction mixture was removed from the ice bath and stirred at room temperature for 15 minutes. The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL), dried over magnesium sulfate, filtered, and evaporated under vacuum to afford the title compound as an oil (55.1 g). cooled in an ice bath The reaction mixture was removed from the ice bath stirred at room temperature for 15 minutes The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL) dried over magnesium sulfate filtered evaporated under vacuum
Source ID: ord-881bda2a7a41459e9ff02d656b82f144Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1-bromo-2-(2-hydroxy-ethyl)-naphthalene (46.5 g, 0.185 mol) in methylene chloride (370 mL) was placed under a nitrogen atmosphere, cooled in an ice bath, and stirred. Triethylamine (32.3 mL, 0.232 mol) was added followed by acetyl chloride (15.8 mL, 0.222 mol) dropwise over 5 minutes. The reaction mixture was removed from the ice bath and stirred at room temperature for 15 minutes. The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL), dried over magnesium sulfate, filtered, and evaporated under vacuum to afford the title compound as an oil (55.1 g). cooled in an ice bath The reaction mixture was removed from the ice bath stirred at room temperature for 15 minutes The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL) dried over magnesium sulfate filtered evaporated under vacuum
Source ID: ord-724ca59abe524a8d9a1cdc2b46078e8fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1-bromo-2-(2-hydroxy-ethyl)-naphthalene (46.5 g, 0.185 mol) in methylene chloride (370 mL) was placed under a nitrogen atmosphere, cooled in an ice bath, and stirred. Triethylamine (32.3 mL, 0.232 mol) was added followed by acetyl chloride (15.8 mL, 0.222 mol) dropwise over 5 minutes. The reaction mixture was removed from the ice bath and stirred at room temperature for 15 minutes. The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL), dried over magnesium sulfate, filtered, and evaporated under vacuum to afford the title compound as an oil (55.1 g). cooled in an ice bath The reaction mixture was removed from the ice bath stirred at room temperature for 15 minutes The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL) dried over magnesium sulfate filtered evaporated under vacuum
Source ID: ord-881bda2a7a41459e9ff02d656b82f144Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1-bromo-2-(2-hydroxy-ethyl)-naphthalene (46.5 g, 0.185 mol) in methylene chloride (370 mL) was placed under a nitrogen atmosphere, cooled in an ice bath, and stirred. Triethylamine (32.3 mL, 0.232 mol) was added followed by acetyl chloride (15.8 mL, 0.222 mol) dropwise over 5 minutes. The reaction mixture was removed from the ice bath and stirred at room temperature for 15 minutes. The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL), dried over magnesium sulfate, filtered, and evaporated under vacuum to afford the title compound as an oil (55.1 g). cooled in an ice bath The reaction mixture was removed from the ice bath stirred at room temperature for 15 minutes The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL) dried over magnesium sulfate filtered evaporated under vacuum
Source ID: ord-881bda2a7a41459e9ff02d656b82f144Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1-bromo-2-(2-hydroxy-ethyl)-naphthalene (46.5 g, 0.185 mol) in methylene chloride (370 mL) was placed under a nitrogen atmosphere, cooled in an ice bath, and stirred. Triethylamine (32.3 mL, 0.232 mol) was added followed by acetyl chloride (15.8 mL, 0.222 mol) dropwise over 5 minutes. The reaction mixture was removed from the ice bath and stirred at room temperature for 15 minutes. The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL), dried over magnesium sulfate, filtered, and evaporated under vacuum to afford the title compound as an oil (55.1 g). cooled in an ice bath The reaction mixture was removed from the ice bath stirred at room temperature for 15 minutes The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL) dried over magnesium sulfate filtered evaporated under vacuum
Source ID: ord-0108062794144d43ac809cf42a5fd203Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2-(2-hydroxy-ethyl)-naphthalene (58.5 g, 0.34 mol) in anhydrous acetonitrile (500 mL) was treated with N-bromo-succinimide (66.5 g, 0.37 mol). The resulting solution was stirred at room temperature under a nitrogen atmosphere and protected from light for 30 minutes, then heated in an oil bath at 50° C. for 2 hours. After cooling to room temperature, the reaction mixture was evaporated under vacuum to a viscous oil. The oil in diethyl ether (350 mL) was washed with water (350 mL), dilute aqueous sodium thiosulfate (300 mL), water (300 mL) and brine (200 mL), dried over magnesium sulfate, filtered, and evaporated under vacuum to an oil (89.5 g) that solidified on standing. The crude product was chromatographed on a column of EM silica gel 60, eluting with methylene chloride, to afford a yellow solid (78.2 g). Recrystallization of this material from carbon tetrachloride provided the title compound (46.5 g) as a pale yellow solid. heated in an oil bath at 50° C. for 2 hours After cooling to room temperature the reaction mixture was evaporated under vacuum to a viscous oil The oil in diethyl ether (350 mL) was washed with water (350 mL), dilute aqueous sodium thiosulfate (300 mL), water (300 mL) and brine (200 mL) dried over magnesium sulfate filtered evaporated under vacuum to an oil (89.5 g) that The crude product was chromatographed on a column of EM silica gel 60 eluting with methylene chloride
Source ID: ord-0f24e6c02ce94b8fa951bab66843376aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1-bromo-2-(2-hydroxy-ethyl)-naphthalene (46.5 g, 0.185 mol) in methylene chloride (370 mL) was placed under a nitrogen atmosphere, cooled in an ice bath, and stirred. Triethylamine (32.3 mL, 0.232 mol) was added followed by acetyl chloride (15.8 mL, 0.222 mol) dropwise over 5 minutes. The reaction mixture was removed from the ice bath and stirred at room temperature for 15 minutes. The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL), dried over magnesium sulfate, filtered, and evaporated under vacuum to afford the title compound as an oil (55.1 g). cooled in an ice bath The reaction mixture was removed from the ice bath stirred at room temperature for 15 minutes The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL) dried over magnesium sulfate filtered evaporated under vacuum
Source ID: ord-e75afb6213514fb1b6c0cc3689dcb2dfConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1-bromo-2-(2-hydroxy-ethyl)-naphthalene (46.5 g, 0.185 mol) in methylene chloride (370 mL) was placed under a nitrogen atmosphere, cooled in an ice bath, and stirred. Triethylamine (32.3 mL, 0.232 mol) was added followed by acetyl chloride (15.8 mL, 0.222 mol) dropwise over 5 minutes. The reaction mixture was removed from the ice bath and stirred at room temperature for 15 minutes. The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL), dried over magnesium sulfate, filtered, and evaporated under vacuum to afford the title compound as an oil (55.1 g). cooled in an ice bath The reaction mixture was removed from the ice bath stirred at room temperature for 15 minutes The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL) dried over magnesium sulfate filtered evaporated under vacuum
Source ID: ord-87f7e068c1c24ba1a7a233265d012812Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2-(2-hydroxy-ethyl)-naphthalene (58.5 g, 0.34 mol) in anhydrous acetonitrile (500 mL) was treated with N-bromo-succinimide (66.5 g, 0.37 mol). The resulting solution was stirred at room temperature under a nitrogen atmosphere and protected from light for 30 minutes, then heated in an oil bath at 50° C. for 2 hours. After cooling to room temperature, the reaction mixture was evaporated under vacuum to a viscous oil. The oil in diethyl ether (350 mL) was washed with water (350 mL), dilute aqueous sodium thiosulfate (300 mL), water (300 mL) and brine (200 mL), dried over magnesium sulfate, filtered, and evaporated under vacuum to an oil (89.5 g) that solidified on standing. The crude product was chromatographed on a column of EM silica gel 60, eluting with methylene chloride, to afford a yellow solid (78.2 g). Recrystallization of this material from carbon tetrachloride provided the title compound (46.5 g) as a pale yellow solid. heated in an oil bath at 50° C. for 2 hours After cooling to room temperature the reaction mixture was evaporated under vacuum to a viscous oil The oil in diethyl ether (350 mL) was washed with water (350 mL), dilute aqueous sodium thiosulfate (300 mL), water (300 mL) and brine (200 mL) dried over magnesium sulfate filtered evaporated under vacuum to an oil (89.5 g) that The crude product was chromatographed on a column of EM silica gel 60 eluting with methylene chloride
Source ID: ord-ee909bf372ad489aa69453ac49fd3a7aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1-bromo-2-(2-hydroxy-ethyl)-naphthalene (46.5 g, 0.185 mol) in methylene chloride (370 mL) was placed under a nitrogen atmosphere, cooled in an ice bath, and stirred. Triethylamine (32.3 mL, 0.232 mol) was added followed by acetyl chloride (15.8 mL, 0.222 mol) dropwise over 5 minutes. The reaction mixture was removed from the ice bath and stirred at room temperature for 15 minutes. The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL), dried over magnesium sulfate, filtered, and evaporated under vacuum to afford the title compound as an oil (55.1 g). cooled in an ice bath The reaction mixture was removed from the ice bath stirred at room temperature for 15 minutes The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL) dried over magnesium sulfate filtered evaporated under vacuum
Source ID: ord-724ca59abe524a8d9a1cdc2b46078e8fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1-bromo-2-(2-hydroxy-ethyl)-naphthalene (46.5 g, 0.185 mol) in methylene chloride (370 mL) was placed under a nitrogen atmosphere, cooled in an ice bath, and stirred. Triethylamine (32.3 mL, 0.232 mol) was added followed by acetyl chloride (15.8 mL, 0.222 mol) dropwise over 5 minutes. The reaction mixture was removed from the ice bath and stirred at room temperature for 15 minutes. The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL), dried over magnesium sulfate, filtered, and evaporated under vacuum to afford the title compound as an oil (55.1 g). cooled in an ice bath The reaction mixture was removed from the ice bath stirred at room temperature for 15 minutes The reaction mixture was washed with water (300 mL), 1N hydrochloric acid (200 mL) and water (250 mL) dried over magnesium sulfate filtered evaporated under vacuum
Source ID: ord-881bda2a7a41459e9ff02d656b82f144PubChem References
These sources are listed in the compound's public database record.
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