Reaction #4105620
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ecd3194326974466ba814ba83b1e3019No renderable structure data available
BrC1C=CC(=CC=1)C(C1C=CC=CC=1)NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (4-bromophenyl)(phenyl)methylamine |
|---|---|
| IUPAC Name | — |
| CAS Number | 55095-17-5 |
| Database ID | 350040 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(4-bromophenyl)(phenyl)methylamine (CAS 55095-17-5) 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 350040
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
7 reactions · 7 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ecd3194326974466ba814ba83b1e3019Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ammonium formate (20.1 g, 0.318 mol) was placed in a 3-neck flask equipped with temperature controller, mechanical stirrer and a condenser and heated at 150° C. 4-bromobenzophenone (7.2 g, 0.0276 mol) was added at once, the temperature was raised to 165° C. and the mixture was stirred at reflux for twnety-four hours. The reaction mixture was cooled to ambient temperature, triturated in ethyl acetate (350 mL), treated with charcoal and filtered through a Celite pad. The filtrate was concentrated, suspended in concentrated hydrochloric acid (120 mL) and heated at reflux for 8 hours. The reaction mixture was cooled to ambient temperature and the precipitate was collected by filtration. It was triturated in water (120 mL), basified with saturated solution of sodium bicarbonate in water and extracted with ethyl acetate (2×250 mL). The combined organic extracts were dried with magnesium sulfate and concentrated under reduced pressure to yield (4-bromophenyl)(phenyl)methanamine (5.25 g, 0.02 mol) as a white solid. equipped with temperature controller, mechanical stirrer and a condenser was raised to 165° C. at reflux for twnety-four hours The reaction mixture was cooled to ambient temperature triturated in ethyl acetate (350 mL) treated with charcoal filtered through a Celite pad The filtrate was concentrated heated at reflux for 8 hours The reaction mixture was cooled to ambient temperature the precipitate was collected by filtration It was triturated in water (120 mL) extracted with ethyl acetate (2×250 mL) The combined organic extracts were dried with magnesium sulfate concentrated under reduced pressure
Source ID: ord-9d1ae0756325400083e6c544fc9e7513Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ammonium formate (20.1 g, 0.318 mol) was placed in a 3-neck flask equipped with temperature controller, mechanical stirrer and a condenser and heated at 150° C. 4-bromobenzophenone (7.2 g, 0.0276 mol) was added at once, the temperature was raised to 165° C. and the mixture was stirred at reflux for twnety-four hours. The reaction mixture was cooled to ambient temperature, triturated in ethyl acetate (350 mL), treated with charcoal and filtered through a Celite pad. The filtrate was concentrated, suspended in concentrated hydrochloric acid (120 mL) and heated at reflux for 8 hours. The reaction mixture was cooled to ambient temperature and the precipitate was collected by filtration. It was triturated in water (120 mL), basified with saturated solution of sodium bicarbonate in water and extracted with ethyl acetate (2×250 mL). The combined organic extracts were dried with magnesium sulfate and concentrated under reduced pressure to yield (4-bromophenyl)(phenyl) methanamine (5.25 g, 0.02 mol) as a white solid. equipped with temperature controller, mechanical stirrer and a condenser was raised to 165° C. at reflux for twnety-four hours The reaction mixture was cooled to ambient temperature triturated in ethyl acetate (350 mL) treated with charcoal filtered through a Celite pad The filtrate was concentrated heated at reflux for 8 hours The reaction mixture was cooled to ambient temperature the precipitate was collected by filtration It was triturated in water (120 mL) extracted with ethyl acetate (2×250 mL) The combined organic extracts were dried with magnesium sulfate concentrated under reduced pressure
Source ID: ord-99b86faa767942cf8a018f57b7511045Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ecd3194326974466ba814ba83b1e3019Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To 2-b′ (9 g, 25 mmol), diethyl phosphite (10.5 g, 75 mmol) and Et3N (8.5 g, 75 mmol) in toluene was added PdCl2(dppf) (7.5 g). The mixture was allowed to stir overnight at reflux. The mixture was filtered and the filtrate was concentrated under vacuum. The residue was taken into ethyl acetate and washed with saturated NH3Cl. The organic layer was concentrated under vacuum and the residue was purified over silica gel to provide the crude product 2-c (15 g). (M+Na)+=442. at reflux The mixture was filtered the filtrate was concentrated under vacuum washed with saturated NH3Cl The organic layer was concentrated under vacuum the residue was purified over silica gel
Source ID: ord-ff9f84fb57a74a3492ba554561281064Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ammonium formate (20.1 g, 0.318 mol) was placed in a 3-neck flask equipped with temperature controller, mechanical stirrer and a condenser and heated at 150° C. 4-bromobenzophenone (7.2 g, 0.0276 mol) was added at once, the temperature was raised to 165° C. and the mixture was stirred at reflux for twnety-four hours. The reaction mixture was cooled to ambient temperature, triturated in ethyl acetate (350 mL), treated with charcoal and filtered through a Celite pad. The filtrate was concentrated, suspended in concentrated hydrochloric acid (120 mL) and heated at reflux for 8 hours. The reaction mixture was cooled to ambient temperature and the precipitate was collected by filtration. It was triturated in water (120 mL), basified with saturated solution of sodium bicarbonate in water and extracted with ethyl acetate (2×250 mL). The combined organic extracts were dried with magnesium sulfate and concentrated under reduced pressure to yield (4-bromophenyl)(phenyl)methanamine (5.25 g, 0.02 mol) as a white solid. equipped with temperature controller, mechanical stirrer and a condenser was raised to 165° C. at reflux for twnety-four hours The reaction mixture was cooled to ambient temperature triturated in ethyl acetate (350 mL) treated with charcoal filtered through a Celite pad The filtrate was concentrated heated at reflux for 8 hours The reaction mixture was cooled to ambient temperature the precipitate was collected by filtration It was triturated in water (120 mL) extracted with ethyl acetate (2×250 mL) The combined organic extracts were dried with magnesium sulfate concentrated under reduced pressure
Source ID: ord-9d1ae0756325400083e6c544fc9e7513Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ammonium formate (20.1 g, 0.318 mol) was placed in a 3-neck flask equipped with temperature controller, mechanical stirrer and a condenser and heated at 150° C. 4-bromobenzophenone (7.2 g, 0.0276 mol) was added at once, the temperature was raised to 165° C. and the mixture was stirred at reflux for twnety-four hours. The reaction mixture was cooled to ambient temperature, triturated in ethyl acetate (350 mL), treated with charcoal and filtered through a Celite pad. The filtrate was concentrated, suspended in concentrated hydrochloric acid (120 mL) and heated at reflux for 8 hours. The reaction mixture was cooled to ambient temperature and the precipitate was collected by filtration. It was triturated in water (120 mL), basified with saturated solution of sodium bicarbonate in water and extracted with ethyl acetate (2×250 mL). The combined organic extracts were dried with magnesium sulfate and concentrated under reduced pressure to yield (4-bromophenyl)(phenyl) methanamine (5.25 g, 0.02 mol) as a white solid. equipped with temperature controller, mechanical stirrer and a condenser was raised to 165° C. at reflux for twnety-four hours The reaction mixture was cooled to ambient temperature triturated in ethyl acetate (350 mL) treated with charcoal filtered through a Celite pad The filtrate was concentrated heated at reflux for 8 hours The reaction mixture was cooled to ambient temperature the precipitate was collected by filtration It was triturated in water (120 mL) extracted with ethyl acetate (2×250 mL) The combined organic extracts were dried with magnesium sulfate concentrated under reduced pressure
Source ID: ord-99b86faa767942cf8a018f57b7511045PubChem References
These sources are listed in the compound's public database record.
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