No renderable structure data available
C1=CC=C(C=C1)C2=C(C=CC3=CC=CC=C32)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-phenylnaphthalen-2-ol |
|---|---|
| IUPAC Name | — |
| CAS Number | 4919-96-4 |
| Database ID | 11218282 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-phenylnaphthalen-2-ol (CAS 4919-96-4) 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 11218282
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-f8e7b5e0816b4fafbec09d7f525dcb27Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To solution of 1-phenylnaphthalen-2-ol (2.0 g, 9.1 mmol) in toluene (100 mL), slowly injected was n-butyllithium (2.5 M in hexane, 3.6 mL) at −78° C., and the mixture was stirred at ambient temperature for 12 hours. After chilling the reaction mixture to −78° C., slowly added was solution of (pentamethylcyclopentadienyl)titanium(IV) trichloride (2.5 g, 16.3 mmol) in toluene (60 mL), and the reaction was carried out at ambient temperature for 12 hours. When the reaction was completed, the reaction mixture was filtered through a celite filter, and solvent was removed therefrom. Recrystallization was carried out from purified toluene and hexane at −35° C. The solid was filtered and dried under reduced pressure to obtain (dichloro)(pentamethylcyclopentadienyl)(1-phenylnaphthalen-2-yloxy)titanium(IV) (2.5 g, yield: 58.2%) as red solid. at −78° C. After chilling the reaction mixture to −78° C. slowly added the reaction was carried out at ambient temperature for 12 hours the reaction mixture was filtered through a celite filter solvent was removed Recrystallization from purified toluene and hexane at −35° C The solid was filtered dried under reduced pressure
Source ID: ord-91c056dc4c8a41ac9c237cd1f9778e6aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To solution of 2-methoxy-1-phenylnaphthalene (13.0 g, 55.5 mmol) in methylene chloride (300 mL), added dropwise was solution of boron tribromide (670 mL) (1M in methylene chloride) at −78° C., and the mixture reacted for three hours while slowly raising the temperature to ambient temperature. Then, mixture of ice (150 g) and diethyl ether (250 mL) was added thereto. The organic layer was isolated, and the aqueous layer was extracted with diethyl ether. The combined organic layer was dried over magnesium sulfate and evaporated to remove the volatile substances. Purification via silica gel column chromatography (eluent: mixture of hexane and methylene chloride) gave 1-phenylnaphthalen-2-ol (10.0 g, yield: 81.8%) as white solid. the mixture reacted for three hours was added The organic layer was isolated the aqueous layer was extracted with diethyl ether The combined organic layer was dried over magnesium sulfate evaporated to remove the volatile substances Purification via silica gel column chromatography (eluent: mixture of hexane and methylene chloride)
Source ID: ord-f01a11eac0f54a35b3c4c4101fc7ecc4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To solution of 1-phenylnaphthalen-2-ol (2.0 g, 9.1 mmol) dissolved in 100 mL of toluene, n-butyllithium (2.5 M in hexane, 3.6 mL) was slowly injected at −78° C. After stirring the mixture at ambient temperature for 12 hours, the reaction mixture was chilled to −78° C., and solution of (pentamethylcyclopentadienyl)titanium(IV) trichloride (2.5 g, 16.3 mmol) dissolved in 60 mL of toluene was slowly added thereto, and the reaction was continued at ambient temperature for 12 hours. When the reaction was completed, the reaction mixture was filtered through celite, and the solvent was removed. Recrystallization from purified toluene and hexane at −35° C., followed by filtration and drying under reduced pressure gave (dichloro) (pentamethylcyclopentadienyl) (1-phenylnaphthalen-2-yloxy)titanium(IV) (2.5 g) (yield: 58.2%) as red solid. was slowly injected at −78° C the reaction mixture was chilled to −78° C. was slowly added the reaction was continued at ambient temperature for 12 hours the reaction mixture was filtered through celite the solvent was removed Recrystallization from purified toluene and hexane at −35° C. followed by filtration drying under reduced pressure
Source ID: ord-72025fc055df4c0f8f1b111316d4f66aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In methylene chloride (300 mL), dissolved was 2-methoxy-1-phenylnaphthalene (13.0 g, 55.5 mmol), and 670 mL of boron tribromide solution (1 M in methylene chloride) was added dropwise thereto at −78° C. Reaction was carried out for 3 hours while slowly raising the temperature to ambient temperature. When the reaction was completed, mixture of ice (150 g) and diethyl ether (250 mL) was added thereto. After isolating the organic layer, the aqueous layer was extracted with diethyl ether. The combined organic layer was dried over magnesium sulfate, and evaporated to remove the volatiles. The residue was purified via silica gel column chromatography by using mixed solvent of hexane and methylene chloride to obtain 1-phenylnaphthalen-2-ol (10.0 g, yield: 81.8%) as white solid. was added dropwise at −78° C Reaction was added After isolating the organic layer the aqueous layer was extracted with diethyl ether The combined organic layer was dried over magnesium sulfate evaporated to remove the volatiles The residue was purified via silica gel column chromatography by using mixed solvent of hexane and methylene chloride
Source ID: ord-b8ea0ded6ffb4822898b5ea482c2e34fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To solution of 1-phenylnaphthalen-2-ol (2.0 g, 9.1 mmol) in toluene (100 mL), slowly injected was n-butyllithium (2.5 M in hexane, 3.6 mL) at −78° C., and the mixture was stirred at ambient temperature for 12 hours. After chilling the reaction mixture to −78° C., slowly added was solution of (pentamethylcyclopentadienyl)titanium(IV) trichloride (2.5 g, 16.3 mmol) in toluene (60 mL), and the reaction was carried out at ambient temperature for 12 hours. When the reaction was completed, the reaction mixture was filtered through a celite filter, and solvent was removed therefrom. Recrystallization was carried out from purified toluene and hexane at −35° C. The solid was filtered and dried under reduced pressure to obtain (dichloro)(pentamethylcyclopentadienyl)(1-phenylnaphthalen-2-yloxy)titanium(IV) (2.5 g, yield: 58.2%) as red solid. at −78° C. After chilling the reaction mixture to −78° C. slowly added the reaction was carried out at ambient temperature for 12 hours the reaction mixture was filtered through a celite filter solvent was removed Recrystallization from purified toluene and hexane at −35° C The solid was filtered dried under reduced pressure
Source ID: ord-91c056dc4c8a41ac9c237cd1f9778e6aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To solution of 1-phenylnaphthalen-2-ol (2.0 g, 9.1 mmol) in toluene (100 mL), slowly injected was n-butyllithium (2.5 M in hexane, 3.6 mL) at −78° C., and the mixture was stirred at ambient temperature for 12 hours. After chilling the reaction mixture to −78° C., slowly added was solution of (pentamethylcyclopentadienyl)titanium(IV) trichloride (2.5 g, 16.3 mmol) in toluene (60 mL), and the reaction was carried out at ambient temperature for 12 hours. When the reaction was completed, the reaction mixture was filtered through a celite filter, and solvent was removed therefrom. Recrystallization was carried out from purified toluene and hexane at −35° C. The solid was filtered and dried under reduced pressure to obtain (dichloro)(pentamethylcyclopentadienyl)(1-phenylnaphthalen-2-yloxy)titanium(IV) (2.5 g, yield: 58.2%) as red solid. at −78° C. After chilling the reaction mixture to −78° C. slowly added the reaction was carried out at ambient temperature for 12 hours the reaction mixture was filtered through a celite filter solvent was removed Recrystallization from purified toluene and hexane at −35° C The solid was filtered dried under reduced pressure
Source ID: ord-91c056dc4c8a41ac9c237cd1f9778e6aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To solution of 2-methoxy-1-phenylnaphthalene (13.0 g, 55.5 mmol) in methylene chloride (300 mL), added dropwise was solution of boron tribromide (670 mL) (1M in methylene chloride) at −78° C., and the mixture reacted for three hours while slowly raising the temperature to ambient temperature. Then, mixture of ice (150 g) and diethyl ether (250 mL) was added thereto. The organic layer was isolated, and the aqueous layer was extracted with diethyl ether. The combined organic layer was dried over magnesium sulfate and evaporated to remove the volatile substances. Purification via silica gel column chromatography (eluent: mixture of hexane and methylene chloride) gave 1-phenylnaphthalen-2-ol (10.0 g, yield: 81.8%) as white solid. the mixture reacted for three hours was added The organic layer was isolated the aqueous layer was extracted with diethyl ether The combined organic layer was dried over magnesium sulfate evaporated to remove the volatile substances Purification via silica gel column chromatography (eluent: mixture of hexane and methylene chloride)
Source ID: ord-f01a11eac0f54a35b3c4c4101fc7ecc4Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f8e7b5e0816b4fafbec09d7f525dcb27Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To solution of 1-phenylnaphthalen-2-ol (2.0 g, 9.1 mmol) dissolved in 100 mL of toluene, n-butyllithium (2.5 M in hexane, 3.6 mL) was slowly injected at −78° C. After stirring the mixture at ambient temperature for 12 hours, the reaction mixture was chilled to −78° C., and solution of (pentamethylcyclopentadienyl)titanium(IV) trichloride (2.5 g, 16.3 mmol) dissolved in 60 mL of toluene was slowly added thereto, and the reaction was continued at ambient temperature for 12 hours. When the reaction was completed, the reaction mixture was filtered through celite, and the solvent was removed. Recrystallization from purified toluene and hexane at −35° C., followed by filtration and drying under reduced pressure gave (dichloro) (pentamethylcyclopentadienyl) (1-phenylnaphthalen-2-yloxy)titanium(IV) (2.5 g) (yield: 58.2%) as red solid. was slowly injected at −78° C the reaction mixture was chilled to −78° C. was slowly added the reaction was continued at ambient temperature for 12 hours the reaction mixture was filtered through celite the solvent was removed Recrystallization from purified toluene and hexane at −35° C. followed by filtration drying under reduced pressure
Source ID: ord-72025fc055df4c0f8f1b111316d4f66aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In methylene chloride (300 mL), dissolved was 2-methoxy-1-phenylnaphthalene (13.0 g, 55.5 mmol), and 670 mL of boron tribromide solution (1 M in methylene chloride) was added dropwise thereto at −78° C. Reaction was carried out for 3 hours while slowly raising the temperature to ambient temperature. When the reaction was completed, mixture of ice (150 g) and diethyl ether (250 mL) was added thereto. After isolating the organic layer, the aqueous layer was extracted with diethyl ether. The combined organic layer was dried over magnesium sulfate, and evaporated to remove the volatiles. The residue was purified via silica gel column chromatography by using mixed solvent of hexane and methylene chloride to obtain 1-phenylnaphthalen-2-ol (10.0 g, yield: 81.8%) as white solid. was added dropwise at −78° C Reaction was added After isolating the organic layer the aqueous layer was extracted with diethyl ether The combined organic layer was dried over magnesium sulfate evaporated to remove the volatiles The residue was purified via silica gel column chromatography by using mixed solvent of hexane and methylene chloride
Source ID: ord-b8ea0ded6ffb4822898b5ea482c2e34fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To solution of 1-phenylnaphthalen-2-ol (2.0 g, 9.1 mmol) in toluene (100 mL), slowly injected was n-butyllithium (2.5 M in hexane, 3.6 mL) at −78° C., and the mixture was stirred at ambient temperature for 12 hours. After chilling the reaction mixture to −78° C., slowly added was solution of (pentamethylcyclopentadienyl)titanium(IV) trichloride (2.5 g, 16.3 mmol) in toluene (60 mL), and the reaction was carried out at ambient temperature for 12 hours. When the reaction was completed, the reaction mixture was filtered through a celite filter, and solvent was removed therefrom. Recrystallization was carried out from purified toluene and hexane at −35° C. The solid was filtered and dried under reduced pressure to obtain (dichloro)(pentamethylcyclopentadienyl)(1-phenylnaphthalen-2-yloxy)titanium(IV) (2.5 g, yield: 58.2%) as red solid. at −78° C. After chilling the reaction mixture to −78° C. slowly added the reaction was carried out at ambient temperature for 12 hours the reaction mixture was filtered through a celite filter solvent was removed Recrystallization from purified toluene and hexane at −35° C The solid was filtered dried under reduced pressure
Source ID: ord-91c056dc4c8a41ac9c237cd1f9778e6aPubChem References
These sources are listed in the compound's public database record.
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