No renderable structure data available
C1=CC=C(C=C1)C(CCCCO)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-phenylpentane-1,5-diol |
|---|---|
| IUPAC Name | — |
| CAS Number | 1011-61-6 |
| Database ID | 263850 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-phenylpentane-1,5-diol (CAS 1011-61-6) 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 263850
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-109f17a33de742a490e83126b94285f0Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-109f17a33de742a490e83126b94285f0Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-109f17a33de742a490e83126b94285f0Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Boron tribromide (1.2 mL, 12.69 mol) was slowly added to a dichloromethane solution (40 mL) of 1-phenylpentane-1,5-diol (1.89 g, 10.52 mmol) at 0° C. The reaction mixture was stirred for one hour and quenched with water. The aqueous layer was extracted with dichloromethane (3×10 mL), and the combined organics were dried (magnesium sulfate). The residue was purified by column chromatography on silica gel, eluting with 0-100% ethyl acetate/hexanes to give the title compound as a yellow oil. 1H NMR (500 MHz, CDCl3) δ 1.33-1.44 (m, 1H), 1.52-1.70 (m, 2H), 1.90-2.00 (m, 1H), 2.13-2.22 (m, 1H), 2.27-2.36 (m, 1H), 3.65 (t, J=6.3 Hz, 2H), 4.96 (dd, J=6.9, 8.0 Hz, 1H), 7.24-7.30 (m, 1H), 7.33 (t, J=7.8 Hz, 2H), 7.39 (d, J=7.1 Hz, 2H). quenched with water The aqueous layer was extracted with dichloromethane (3×10 mL) the combined organics were dried (magnesium sulfate) The residue was purified by column chromatography on silica gel eluting with 0-100% ethyl acetate/hexanes
Source ID: ord-8bbc4f80f98945ef99031115b83cf9daConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Boron tribromide (1.2 mL, 12.69 mol) was slowly added to a dichloromethane solution (40 mL) of 1-phenylpentane-1,5-diol (1.89 g, 10.52 mmol) at 0° C. The reaction mixture was stirred for one hour and quenched with water. The aqueous layer was extracted with dichloromethane (3×10 mL), and the combined organics were dried (magnesium sulfate). The residue was purified by column chromatography on silica gel, eluting with 0-100% ethyl acetate/hexanes to give the title compound as a yellow oil. 1H NMR (500 MHz, CDCl3) δ 1.33-1.44 (m, 1H), 1.52-1.70 (m, 2H), 1.90-2.00 (m, 1H), 2.13-2.22 (m, 1H), 2.27-2.36 (m, 1H), 3.65 (t, J=6.3 Hz, 2H), 4.96 (dd, J=6.9, 8.0 Hz, 1H), 7.24-7.30 (m, 1H), 7.33 (t, J=7.8 Hz, 2H), 7.39 (d, J=7.1 Hz, 2H). quenched with water The aqueous layer was extracted with dichloromethane (3×10 mL) the combined organics were dried (magnesium sulfate) The residue was purified by column chromatography on silica gel eluting with 0-100% ethyl acetate/hexanes
Source ID: ord-8bbc4f80f98945ef99031115b83cf9daConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 2.0 M tetrahydrofuran solution of lithium aluminum hydride (2.80 mL, 5.60 mmol) was added to a tetrahydrofuran solution (10 mL) of methyl 5-oxo-5-phenylpentanoate (500 mg, 2.78 mmol) at 0° C. The reaction mixture was stirred for one hour and quenched with the sequential addition of water (0.2 mL), 10% sodium hydroxide solution (0.2 mL), and water (0.6 mL). It was concentrated in vacuo to give the title compound as a colorless oil. 1H NMR (500 MHz, CDCl3) δ 1.32-1.42 (m, 1H), 1.46-1.55 (m, 1H), 1.56-1.64 (m, 2H), 1.70-1.78 (m, 1H), 1.78-1.88 (m, 1H), 3.63 (t, J=6.6 Hz, 2H), 4.68 (dd, J=5.7, 7.8 Hz, 1H), 7.25-7.30 (m, 1H), 7.32-7.35 (m, 4H). quenched with the sequential addition of water (0.2 mL), 10% sodium hydroxide solution (0.2 mL), and water (0.6 mL) It was concentrated in vacuo
Source ID: ord-b845ed3e6e684f2f9b7f487a4886ced7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Boron tribromide (1.2 mL, 12.69 mol) was slowly added to a dichloromethane solution (40 mL) of 1-phenylpentane-1,5-diol (1.89 g, 10.52 mmol) at 0° C. The reaction mixture was stirred for one hour and quenched with water. The aqueous layer was extracted with dichloromethane (3×10 mL), and the combined organics were dried (magnesium sulfate). The residue was purified by column chromatography on silica gel, eluting with 0-100% ethyl acetate/hexanes to give the title compound as a yellow oil. 1H NMR (500 MHz, CDCl3) δ 1.33-1.44 (m, 1H), 1.52-1.70 (m, 2H), 1.90-2.00 (m, 1H), 2.13-2.22 (m, 1H), 2.27-2.36 (m, 1H), 3.65 (t, J=6.3 Hz, 2H), 4.96 (dd, J=6.9, 8.0 Hz, 1H), 7.24-7.30 (m, 1H), 7.33 (t, J=7.8 Hz, 2H), 7.39 (d, J=7.1 Hz, 2H). quenched with water The aqueous layer was extracted with dichloromethane (3×10 mL) the combined organics were dried (magnesium sulfate) The residue was purified by column chromatography on silica gel eluting with 0-100% ethyl acetate/hexanes
Source ID: ord-bd791e56b7804c0d8c26f4cd2e843c4aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 2.0 M tetrahydrofuran solution of lithium aluminum hydride (2.80 mL, 5.60 mmol) was added to a tetrahydrofuran solution (10 mL) of methyl 5-oxo-5-phenylpentanoate (500 mg, 2.78 mmol) at 0° C. The reaction mixture was stirred for one hour and quenched with the sequential addition of water (0.2 mL), 10% sodium hydroxide solution (0.2 mL), and water (0.6 mL). It was concentrated in vacuo to give the title compound as a colorless oil. 1H NMR (500 MHz, CDCl3) δ 1.32-1.42 (m, 1H), 1.46-1.55 (m, 1H), 1.56-1.64 (m, 2H), 1.70-1.78 (m, 1H), 1.78-1.88 (m, 1H), 3.63 (t, J=6.6 Hz, 2H), 4.68 (dd, J=5.7, 7.8 Hz, 1H), 7.25-7.30 (m, 1H), 7.32-7.35 (m, 4H). quenched with the sequential addition of water (0.2 mL), 10% sodium hydroxide solution (0.2 mL), and water (0.6 mL) It was concentrated in vacuo
Source ID: ord-ea0e54a1e67343ccbe3eb3eedef79c41Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 2.0 M tetrahydrofuran solution of lithium aluminum hydride (2.80 mL, 5.60 mmol) was added to a tetrahydrofuran solution (10 mL) of methyl 5-oxo-5-phenylpentanoate (500 mg, 2.78 mmol) at 0° C. The reaction mixture was stirred for one hour and quenched with the sequential addition of water (0.2 mL), 10% sodium hydroxide solution (0.2 mL), and water (0.6 mL). It was concentrated in vacuo to give the title compound as a colorless oil. 1H NMR (500 MHz, CDCl3) δ 1.32-1.42 (m, 1H), 1.46-1.55 (m, 1H), 1.56-1.64 (m, 2H), 1.70-1.78 (m, 1H), 1.78-1.88 (m, 1H), 3.63 (t, J=6.6 Hz, 2H), 4.68 (dd, J=5.7, 7.8 Hz, 1H), 7.25-7.30 (m, 1H), 7.32-7.35 (m, 4H). quenched with the sequential addition of water (0.2 mL), 10% sodium hydroxide solution (0.2 mL), and water (0.6 mL) It was concentrated in vacuo
Source ID: ord-ea0e54a1e67343ccbe3eb3eedef79c41Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Boron tribromide (1.2 mL, 12.69 mol) was slowly added to a dichloromethane solution (40 mL) of 1-phenylpentane-1,5-diol (1.89 g, 10.52 mmol) at 0° C. The reaction mixture was stirred for one hour and quenched with water. The aqueous layer was extracted with dichloromethane (3×10 mL), and the combined organics were dried (magnesium sulfate). The residue was purified by column chromatography on silica gel, eluting with 0-100% ethyl acetate/hexanes to give the title compound as a yellow oil. 1H NMR (500 MHz, CDCl3) δ 1.33-1.44 (m, 1H), 1.52-1.70 (m, 2H), 1.90-2.00 (m, 1H), 2.13-2.22 (m, 1H), 2.27-2.36 (m, 1H), 3.65 (t, J=6.3 Hz, 2H), 4.96 (dd, J=6.9, 8.0 Hz, 1H), 7.24-7.30 (m, 1H), 7.33 (t, J=7.8 Hz, 2H), 7.39 (d, J=7.1 Hz, 2H). quenched with water The aqueous layer was extracted with dichloromethane (3×10 mL) the combined organics were dried (magnesium sulfate) The residue was purified by column chromatography on silica gel eluting with 0-100% ethyl acetate/hexanes
Source ID: ord-8bbc4f80f98945ef99031115b83cf9daConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 2.0 M tetrahydrofuran solution of lithium aluminum hydride (2.80 mL, 5.60 mmol) was added to a tetrahydrofuran solution (10 mL) of methyl 5-oxo-5-phenylpentanoate (500 mg, 2.78 mmol) at 0° C. The reaction mixture was stirred for one hour and quenched with the sequential addition of water (0.2 mL), 10% sodium hydroxide solution (0.2 mL), and water (0.6 mL). It was concentrated in vacuo to give the title compound as a colorless oil. 1H NMR (500 MHz, CDCl3) δ 1.32-1.42 (m, 1H), 1.46-1.55 (m, 1H), 1.56-1.64 (m, 2H), 1.70-1.78 (m, 1H), 1.78-1.88 (m, 1H), 3.63 (t, J=6.6 Hz, 2H), 4.68 (dd, J=5.7, 7.8 Hz, 1H), 7.25-7.30 (m, 1H), 7.32-7.35 (m, 4H). quenched with the sequential addition of water (0.2 mL), 10% sodium hydroxide solution (0.2 mL), and water (0.6 mL) It was concentrated in vacuo
Source ID: ord-b845ed3e6e684f2f9b7f487a4886ced7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Boron tribromide (1.2 mL, 12.69 mol) was slowly added to a dichloromethane solution (40 mL) of 1-phenylpentane-1,5-diol (1.89 g, 10.52 mmol) at 0° C. The reaction mixture was stirred for one hour and quenched with water. The aqueous layer was extracted with dichloromethane (3×10 mL), and the combined organics were dried (magnesium sulfate). The residue was purified by column chromatography on silica gel, eluting with 0-100% ethyl acetate/hexanes to give the title compound as a yellow oil. 1H NMR (500 MHz, CDCl3) δ 1.33-1.44 (m, 1H), 1.52-1.70 (m, 2H), 1.90-2.00 (m, 1H), 2.13-2.22 (m, 1H), 2.27-2.36 (m, 1H), 3.65 (t, J=6.3 Hz, 2H), 4.96 (dd, J=6.9, 8.0 Hz, 1H), 7.24-7.30 (m, 1H), 7.33 (t, J=7.8 Hz, 2H), 7.39 (d, J=7.1 Hz, 2H). quenched with water The aqueous layer was extracted with dichloromethane (3×10 mL) the combined organics were dried (magnesium sulfate) The residue was purified by column chromatography on silica gel eluting with 0-100% ethyl acetate/hexanes
Source ID: ord-bd791e56b7804c0d8c26f4cd2e843c4aPubChem References
These sources are listed in the compound's public database record.
Related Products
12 related records
CAS 1212081-91-8
CAS 20498-68-4
CAS 148581-25-3
CAS 4614-04-4
CAS 80463-22-5
CAS 33781-37-2
CAS 1248495-15-9
CAS 125604-02-6
CAS 1341449-73-7
CAS 101219-72-1
CAS 87082-42-6
CAS 7133-68-8
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.