Reaction #4055402
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4513d4ef5fbd43a58ce2f7fcc8f72897No renderable structure data available
CC(C)C(=O)C1=CC=C(C=C1)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-(4-fluorophenyl)-2-methylpropan-1-one |
|---|---|
| IUPAC Name | — |
| CAS Number | 26393-91-9 |
| Database ID | 2782829 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-(4-fluorophenyl)-2-methylpropan-1-one (CAS 26393-91-9) 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 2782829
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-4513d4ef5fbd43a58ce2f7fcc8f72897Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 100.32 g (0.41 mol) of 2-bromo-1-(4-fluorophenyl)-2-methylpropan-1-one, prepared by brominating 1-(4-fluorophenyl)-2-methylpropan-1-one (as is described in EP-A-3002), are dissolved in 80 ml of dry methanol and 24.3 g (0.45 mol) of sodium methoxide in a solvent mixture of 60 ml dry methanol and 120 ml of chlorobenzene are added dropwise at 20° C. The methanol is then distilled off and the chlorobenzene solution is concentrated. The liquid crude product (90.8 g) is further purified by distillation at 60° C. and 0.2 mm Hg. are added dropwise at 20° C The methanol is then distilled off the chlorobenzene solution is concentrated The liquid crude product (90.8 g) is further purified by distillation at 60° C.
Source ID: ord-53e21ef81ad649b19a9efa67caf37ef5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 1-(4-Fluoro-phenyl)-2-methyl-propan-1-ol (1.6 g) in acetone (10 mL) at 0° C. is added Jones reagent (20 mL) with stirring. After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol. Diethyl ether is added followed by anhydrous magnesium and the mixture is filtered and evaporated to give the product, a yellow oil (1.2 g). After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol Diethyl ether is added the mixture is filtered evaporated to give the product
Source ID: ord-d979bb80d0e04ddf9255bb8fc83edadaConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 1-(4-Fluoro-phenyl)-2-methyl-propan-1-ol (1.6 g) in acetone (10 mL) at 0° C. is added Jones reagent (20 mL) with stirring. After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol. Diethyl ether is added followed by anhydrous magnesium and the mixture is filtered and evaporated to give the product, a yellow oil (1.2 g). After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol Diethyl ether is added the mixture is filtered evaporated to give the product
Source ID: ord-d979bb80d0e04ddf9255bb8fc83edadaConditions: temp:110.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 49.86 (0.30 mol) of 1-(4-fluorophenyl)-2-methylpropan-1-one, prepared by a Friedel-Crafts reaction from isobutyryl chloride with fluorobenzene analogously to European Patent Application No. 3,002, and 25.5 g (0.30 mol) of piperidine are dissolved in 120 ml of dimethyl sulfoxide, and the solution is heated to 110° C. together with 41.5 g (0.30 mol) of potassium carbonate. After 16 hours of stirring at 110° C. the suspension is cooled down and is poured onto an ice-water mixture. The crystals are filtered off, are washed with water and are recrystallised from hexane. is cooled down The crystals are filtered off are washed with water are recrystallised from hexane
Source ID: ord-60e72f52f6ba490586c066d66c9515a9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 39.22 g (0.16 mol) of 2-bromo-1-(4-fluorophenyl)-2-methylpropan-1-one, prepared by brominating 1-(4-fluorophenyl)-2-methylpropan-1-one analogously to European Patent Application No. 3,002, are dissolved in 50 ml of methanol. 23.5 g (0.176 mol) of methanolic 30% strength sodium methylate solution are added dropwise at room temperature. The methanol is then distilled off, and the residue is taken up with diethyl ether. The salt is filtered off, and the ether solution is concentrated. The liquid crude product is further reacted as described hereinafter without further purification. The methanol is then distilled off The salt is filtered off the ether solution is concentrated The liquid crude product is further reacted as described hereinafter without further purification
Source ID: ord-77edb3ca03424b5092040fd7a2dc2e71Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 1-(4-Fluoro-phenyl)-2-methyl-propan-1-ol (1.6 g) in acetone (10 mL) at 0° C. is added Jones reagent (20 mL) with stirring. After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol. Diethyl ether is added followed by anhydrous magnesium and the mixture is filtered and evaporated to give the product, a yellow oil (1.2 g). After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol Diethyl ether is added the mixture is filtered evaporated to give the product
Source ID: ord-0c0229716f554c31977bb4023ce7a9b7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 1-(4-Fluoro-phenyl)-2-methyl-propan-1-ol (1.6 g) in acetone (10 mL) at 0° C. is added Jones reagent (20 mL) with stirring. After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol. Diethyl ether is added followed by anhydrous magnesium and the mixture is filtered and evaporated to give the product, a yellow oil (1.2 g). After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol Diethyl ether is added the mixture is filtered evaporated to give the product
Source ID: ord-0c0229716f554c31977bb4023ce7a9b7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 1-(4-Fluoro-phenyl)-2-methyl-propan-1-ol (1.6 g) in acetone (10 mL) at 0° C. is added Jones reagent (20 mL) with stirring. After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol. Diethyl ether is added followed by anhydrous magnesium and the mixture is filtered and evaporated to give the product, a yellow oil (1.2 g). After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol Diethyl ether is added the mixture is filtered evaporated to give the product
Source ID: ord-d4c80c07dc0849bea812fad49bcaf1b8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 100.32 g (0.41 mol) of 2-bromo-1-(4-fluorophenyl)-2-methylpropan-1-one, prepared by brominating 1-(4-fluorophenyl)-2-methylpropan-1-one (as is described in EP-A-3002), are dissolved in 80 ml of dry methanol and 24.3 g (0.45 mol) of sodium methoxide in a solvent mixture of 60 ml dry methanol and 120 ml of chlorobenzene are added dropwise at 20° C. The methanol is then distilled off and the chlorobenzene solution is concentrated. The liquid crude product (90.8 g) is further purified by distillation at 60° C. and 0.2 mm Hg. are added dropwise at 20° C The methanol is then distilled off the chlorobenzene solution is concentrated The liquid crude product (90.8 g) is further purified by distillation at 60° C.
Source ID: ord-53e21ef81ad649b19a9efa67caf37ef5Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4513d4ef5fbd43a58ce2f7fcc8f72897Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 1-(4-Fluoro-phenyl)-2-methyl-propan-1-ol (1.6 g) in acetone (10 mL) at 0° C. is added Jones reagent (20 mL) with stirring. After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol. Diethyl ether is added followed by anhydrous magnesium and the mixture is filtered and evaporated to give the product, a yellow oil (1.2 g). After 10 minutes excess Jones reagent is destroyed by addition of isopropyl alcohol Diethyl ether is added the mixture is filtered evaporated to give the product
Source ID: ord-ac4dd771d6634215bc2b55c7330a6007PubChem References
These sources are listed in the compound's public database record.
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