No renderable structure data available
O(C([H])([H])C1C([H])=C([H])C([H])=C([H])C=1[H])C([H])([H])C([H])(C([H])([H])[H])O[H]Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-phenylmethoxy-2-propanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 85483-97-2 |
| Database ID | 295955 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-phenylmethoxy-2-propanol (CAS 85483-97-2) 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 295955
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-e866f4ab817d4eaaa958bbdce76b0b6dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4d9e4ba70ec64fda817ebead79f159c2Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3-Benzyoxypropan-2-ol 16 (40 g, 0.24 mol) was added to a suspension of pyridinium chlorochromate (155.2 g, 0.72 mol) in DMF (150 ml) at 25° C., stirred at 65° C. for 3 h, and then diluted with water (75 mL) (Step 14). The mixture was extracted with ether (2×50 mL) and the combined ether layers were washed with water (3×50 mL) dried (MgSO4) and the solvent removed by roto-evaporation. Distillation gave 31 g (77%) of 3-benzyloxypropan-2-one; 17 bp 104-106 (10 mm). 1H NMR (CDCl3) δ2.16 (s, 3H, CH3), 4.05 (s, 1H, OH), 4.59 (s, 2H, OCH2), 7.5 (s, 5H, phenyl). The mixture was extracted with ether (2×50 mL) the combined ether layers were washed with water (3×50 mL) dried (MgSO4) the solvent removed by roto-evaporation Distillation
Source ID: ord-071ec0f206a04182956109c495402c56Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 16.6 g of 1-benzyloxy-2-propanol and 10.6 g of triethylamine were dissolved in 200 ml of toluene, then cooled to 0° C. To this solution was dropwise added a solution of 34.7 g of 2-[4-(3,5-dichloro-2-pyridyloxy)phenoxy]propionyl chloride in 80 ml of toluene at 0° to 5° C. with stirring. After the dropwise addition, the mixture was gradually heated and, at 40° to 50° C., it was stirred for one hour to complete the reaction. After cooling to room temperature, it was washed successively with 1% strength by weight sodium hydroxide aqueous solution and water, followed by drying. Upon distilling off toluene under reduced pressure, there were obtained 43.3 g of pale yellow, viscous, oily 1-methyl-2-benzyloxyethyl 2-[4-(3,5-dichloro-2-pyridyloxy)phenoxy]propionate. nD20 1.5710. After the dropwise addition the mixture was gradually heated and, at 40° to 50° C. it was stirred for one hour the reaction After cooling to room temperature it was washed successively with 1% strength by weight sodium hydroxide aqueous solution and water by drying Upon distilling off toluene under reduced pressure
Source ID: ord-6ac13698fa444f778ba631a572231c6eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e866f4ab817d4eaaa958bbdce76b0b6dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4d9e4ba70ec64fda817ebead79f159c2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: CH3CH(OH)CH2OCH2Ph (50.0 g) and pyridine (150 ml) were put into a flask, and under cooling with ice, p-toluenesulfonic acid chloride (63.2 g) was added over a period of 30 minutes. The mixture was stirred at room temperature for 4 days, and then water (150 ml) was added, followed by extraction twice with dichloromethane (100 ml). The extracted organic phase was washed twice with a KHCO3 saturated aqueous solution (100 ml) and twice with water (100 ml), dried over magnesium sulfate, filtered and further concentrated to obtain PhCH2OCH2CH(CH3)OTs (71.2 g). was added over a period of 30 minutes followed by extraction twice with dichloromethane (100 ml) The extracted organic phase was washed twice with a KHCO3 saturated aqueous solution (100 ml) and twice with water (100 ml) dried over magnesium sulfate filtered further concentrated
Source ID: ord-27570549eeed4ec2b43167b5cfa9c56fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: CH3CH(OH)CH2OCH2Ph (50.0 g) and pyridine (150 ml) were put into a flask, and under cooling with ice, p-toluenesulfonic acid chloride (63.2 g) was added over a period of 30 minutes. The mixture was stirred at room temperature for 4 days, and then water (150 ml) was added, followed by extraction twice with dichloromethane (100 ml). The extracted organic phase was washed twice with a KHCO3 saturated aqueous solution (100 ml) and twice with water (100 ml), dried over magnesium sulfate, filtered and further concentrated to obtain PhCH2OCH2CH(CH3)OTs (71.2 g). was added over a period of 30 minutes followed by extraction twice with dichloromethane (100 ml) The extracted organic phase was washed twice with a KHCO3 saturated aqueous solution (100 ml) and twice with water (100 ml) dried over magnesium sulfate filtered further concentrated
Source ID: ord-27570549eeed4ec2b43167b5cfa9c56fConditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3-Benzyoxypropan-2-ol 16 (40 g, 0.24 mol) was added to a suspension of pyridinium chlorochromate (155.2 g, 0.72 mol) in DMF (150 ml) at 25° C., stirred at 65° C. for 3 h, and then diluted with water (75 mL) (Step 14). The mixture was extracted with ether (2×50 mL) and the combined ether layers were washed with water (3×50 mL) dried (MgSO4) and the solvent removed by roto-evaporation. Distillation gave 31 g (77%) of 3-benzyloxypropan-2-one; 17 bp 104-106 (10 mm). 1H NMR (CDCl3) δ2.16 (s, 3H, CH3), 4.05 (s, 1H, OH), 4.59 (s, 2H, OCH2), 7.5 (s, 5H, phenyl). The mixture was extracted with ether (2×50 mL) the combined ether layers were washed with water (3×50 mL) dried (MgSO4) the solvent removed by roto-evaporation Distillation
Source ID: ord-071ec0f206a04182956109c495402c56Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 16.6 g of 1-benzyloxy-2-propanol and 10.6 g of triethylamine were dissolved in 200 ml of toluene, then cooled to 0° C. To this solution was dropwise added a solution of 34.7 g of 2-[4-(3,5-dichloro-2-pyridyloxy)phenoxy]propionyl chloride in 80 ml of toluene at 0° to 5° C. with stirring. After the dropwise addition, the mixture was gradually heated and, at 40° to 50° C., it was stirred for one hour to complete the reaction. After cooling to room temperature, it was washed successively with 1% strength by weight sodium hydroxide aqueous solution and water, followed by drying. Upon distilling off toluene under reduced pressure, there were obtained 43.3 g of pale yellow, viscous, oily 1-methyl-2-benzyloxyethyl 2-[4-(3,5-dichloro-2-pyridyloxy)phenoxy]propionate. nD20 1.5710. After the dropwise addition the mixture was gradually heated and, at 40° to 50° C. it was stirred for one hour the reaction After cooling to room temperature it was washed successively with 1% strength by weight sodium hydroxide aqueous solution and water by drying Upon distilling off toluene under reduced pressure
Source ID: ord-6ac13698fa444f778ba631a572231c6eConditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3-Benzyoxypropan-2-ol 16 (40 g, 0.24 mol) was added to a suspension of pyridinium chlorochromate (155.2 g, 0.72 mol) in DMF (150 ml) at 25° C., stirred at 65° C. for 3 h, and then diluted with water (75 mL) (Step 14). The mixture was extracted with ether (2×50 mL) and the combined ether layers were washed with water (3×50 mL) dried (MgSO4) and the solvent removed by roto-evaporation. Distillation gave 31 g (77%) of 3-benzyloxypropan-2-one; 17 bp 104-106 (10 mm). 1H NMR (CDCl3) δ 2.16 (s, 3H, CH3), 4.05 (s, 1H, OH), 4.59 (s, 2H, OCH2), 7.5 (s, 5H, phenyl). The mixture was extracted with ether (2×50 mL) the combined ether layers were washed with water (3×50 mL) dried (MgSO4) the solvent removed by roto-evaporation Distillation
Source ID: ord-4c735c37153b4e0fb2f21dae9038d228Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3-Benzyoxypropan-2-ol 16 (40 g, 0.24 mol) was added to a suspension of pyridinium chlorochromate (155.2 g, 0.72 mol) in DMF (150 ml) at 25° C., stirred at 65° C. for 3 h, and then diluted with water (75 mL) (Step 14). The mixture was extracted with ether (2×50 mL) and the combined ether layers were washed with water (3×50 mL) dried (MgSO4) and the solvent removed by roto-evaporation. Distillation gave 31 g (77%) of 3-benzyloxypropan-2-one; 17 bp 104-106 (10 mm). 1H NMR (CDCl3) δ 2.16 (s, 3H, CH3), 4.05 (s, 1H, OH), 4.59 (s, 2H, OCH2), 7.5 (s, 5H, phenyl). The mixture was extracted with ether (2×50 mL) the combined ether layers were washed with water (3×50 mL) dried (MgSO4) the solvent removed by roto-evaporation Distillation
Source ID: ord-4c735c37153b4e0fb2f21dae9038d228PubChem References
These sources are listed in the compound's public database record.
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