No renderable structure data available
C1=CC=C(C=C1)C(C2=CC=C(C=C2)F)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (4-fluorophenyl)-phenylmethanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 365-22-0 |
| Database ID | 570753 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(4-fluorophenyl)-phenylmethanol (CAS 365-22-0) 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 570753
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:; See reaction.notes.procedure_details.
Procedure: In dichloromethane (30 mL), (±)-(4-fluorophenyl)phenylmethanol (2.1 g, 10 mmol) synthesized in Production Example 195 was dissolved, and thionyl chloride (5.1 g, 42 mmol) was added dropwise thereto at a room temperature. After the completion of the dropping, the mixture was heated under reflux, and the completion of the reaction was confirmed by TLC. After the completion of the reaction, the reaction mixture was concentrated, diluted with ethyl acetate, and washed with water. The organic layer was dried over magnesium sulfate, and the solvent was distilled off. Thus the title compound (2.1 g, 94%) was obtained. was dissolved at a room temperature After the completion of the dropping, the mixture was heated under reflux After the completion of the reaction the reaction mixture was concentrated diluted with ethyl acetate washed with water The organic layer was dried over magnesium sulfate the solvent was distilled off
Source ID: ord-5873cc4dd1494309bcc9ab90319b79c8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Benzaldehyde (8.5 g, 80 mmol) was dissolved in 100 mL of tetrahydrofuran and cooled in an ice bath. Then, a 1.0-M solution (88 mL, 88 mmol) of 4-fluorophenylmagnesium bromide in tetrahydrofuran was added dropwise thereto at 0° C. After the dropping was completed, the mixture was heated to a room temperature, and the completion of the reaction was confirmed by TLC. After the completion of the reaction, the reaction mixture was poured into 5% hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and dried over sodium sulfate, and the solvent was distilled off. The resulting residue was purified by silica gel column chromatography (chloroform/ethanol (volume ratio)=10:1) to give the title compound (13 g, 81%). cooled in an ice bath at 0° C After the completion of the reaction extracted with ethyl acetate The organic layer was washed with water dried over sodium sulfate the solvent was distilled off The resulting residue was purified by silica gel column chromatography (chloroform/ethanol (volume ratio)=10:1)
Source ID: ord-7256f143fb2c4fd5b1af80825220c307Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Benzaldehyde (8.5 g, 80 mmol) was dissolved in 100 mL of tetrahydrofuran and cooled in an ice bath. Then, a 1.0-M solution (88 mL, 88 mmol) of 4-fluorophenylmagnesium bromide in tetrahydrofuran was added dropwise thereto at 0° C. After the dropping was completed, the mixture was heated to a room temperature, and the completion of the reaction was confirmed by TLC. After the completion of the reaction, the reaction mixture was poured into 5% hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and dried over sodium sulfate, and the solvent was distilled off. The resulting residue was purified by silica gel column chromatography (chloroform/ethanol (volume ratio)=10:1) to give the title compound (13 g, 81%). cooled in an ice bath at 0° C After the completion of the reaction extracted with ethyl acetate The organic layer was washed with water dried over sodium sulfate the solvent was distilled off The resulting residue was purified by silica gel column chromatography (chloroform/ethanol (volume ratio)=10:1)
Source ID: ord-7256f143fb2c4fd5b1af80825220c307Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Thionyl chloride was added to (±)-(4-fluorophenyl)phenylmethanol, and the mixture was stirred at a room temperature overnight. After the completion of the reaction was confirmed by HPLC, ethyl acetate was added thereto, and water was added to the mixture. The resulting mixture was neutralized with sodium hydrogen carbonate, and then washed water twice and dried over magnesium sulfate. After the solvent was distilled off, the residue was dissolved in acetonitrile, and piperazine (1.7 g, 20 mmol), potassium iodide (3.3 g, 20 mmol), and potassium carbonate (3.3 g, 24 mmol) were added thereto. The mixture was refluxed overnight. After the completion of the reaction was confirmed by HPLC, the insoluble matter was removed, and the solvent was distilled off. The resulting residue was dissolved in ethyl acetate and washed with water 3 times. The organic layer was dried over magnesium sulfate, and then the solvent was distilled off. Thus the title compound (3.9 g, 72.7%) was obtained as a yellowish white solid. was added washed water twice and dried over magnesium sulfate After the solvent was distilled off the residue was dissolved in acetonitrile The mixture was refluxed overnight the insoluble matter was removed the solvent was distilled off The resulting residue was dissolved in ethyl acetate washed with water 3 times The organic layer was dried over magnesium sulfate the solvent was distilled off
Source ID: ord-6ffe4c7a361d4fac9e59a155dab86c0aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Thionyl chloride was added to (±)-(4-fluorophenyl)phenylmethanol, and the mixture was stirred at a room temperature overnight. After the completion of the reaction was confirmed by HPLC, ethyl acetate was added thereto, and water was added to the mixture. The resulting mixture was neutralized with sodium hydrogen carbonate, and then washed water twice and dried over magnesium sulfate. After the solvent was distilled off, the residue was dissolved in acetonitrile, and piperazine (1.7 g, 20 mmol), potassium iodide (3.3 g, 20 mmol), and potassium carbonate (3.3 g, 24 mmol) were added thereto. The mixture was refluxed overnight. After the completion of the reaction was confirmed by HPLC, the insoluble matter was removed, and the solvent was distilled off. The resulting residue was dissolved in ethyl acetate and washed with water 3 times. The organic layer was dried over magnesium sulfate, and then the solvent was distilled off. Thus the title compound (3.9 g, 72.7%) was obtained as a yellowish white solid. was added washed water twice and dried over magnesium sulfate After the solvent was distilled off the residue was dissolved in acetonitrile The mixture was refluxed overnight the insoluble matter was removed the solvent was distilled off The resulting residue was dissolved in ethyl acetate washed with water 3 times The organic layer was dried over magnesium sulfate the solvent was distilled off
Source ID: ord-6ffe4c7a361d4fac9e59a155dab86c0aPubChem References
These sources are listed in the compound's public database record.
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