Reaction #3851934
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d75823c44f4d49f487a23e7075b16d3aNo renderable structure data available
C1=C(C=C(C=C1F)F)C(=O)CBrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-bromo-1-(3,5-difluorophenyl)ethanone |
|---|---|
| IUPAC Name | — |
| CAS Number | 220607-75-0 |
| Database ID | 2778331 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-bromo-1-(3,5-difluorophenyl)ethanone (CAS 220607-75-0) 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 2778331
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-d75823c44f4d49f487a23e7075b16d3aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared according to the procedure described in step 3 of Example 1 from 4-chloro-2-(ethoxycarbonylamino)benzonitrile (Example 1, step 1) and 2-bromo-3′,5′-difluoroacetophenone (prepared according to the method of S. Kajigaeshi et al., Bull.Chem.Soc.Jpn., 1987, 60, 1159-1160). prepared
Source ID: ord-77ee35e25c6041479b334a0bce2b275dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3′,5′-difluoroacetophenone (3 g, 19.2 mmol) (Lancaster Synthesis) in dioxane (30 mL) was added dropwise a solution of bromine (3.67 g, 23 mmol) in dioxane (75 mL). After stirring for 10 minutes, the mixture was concentrated in vacuo and the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant, to provide 2-bromo-1-(3,5-difluorophenyl)ethanone as a colorless oil (2.9 g, 64% yield). the mixture was concentrated in vacuo the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant
Source ID: ord-0983911438fc4665b760dfdbb7ac7f37Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared according to the procedure described in step 3 of Example 1 from 4-chloro-2-(ethoxycarbonylamino)benzonitrile (Example 1, step 1) and 2-bromo-3′,5′-difluoroacetophenone (prepared according to the method of S. Kajigaeshi et al., Bull.Chem.Soc.Jpn., 1987, 60, 1159-1160). prepared
Source ID: ord-77ee35e25c6041479b334a0bce2b275dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3′,5′-difluoroacetophenone (3 g, 19.2 mmol) (Lancaster Synthesis) in dioxane (30 mL) was added dropwise a solution of bromine (3.67 g, 23 mmol) in dioxane (75 mL). After stirring for 10 minutes, the mixture was concentrated in vacuo and the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant, to provide 2-bromo-1-(3,5-difluorophenyl)ethanone as a colorless oil (2.9 g, 64% yield). the mixture was concentrated in vacuo the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant
Source ID: ord-0983911438fc4665b760dfdbb7ac7f37Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3′,5′-difluoroacetophenone (3 g, 19.2 mmol) (Lancaster Synthesis) in dioxane (30 mL) was added dropwise a solution of bromine (3.67 g, 23 mmol) in dioxane (75 mL). After stirring for 10 minutes, the mixture was concentrated in vacuo and the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant, to provide 2-bromo-1-(3,5-difluorophenyl)ethanone as a colorless oil (2.9 g, 64% yield). the mixture was concentrated in vacuo the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant
Source ID: ord-0983911438fc4665b760dfdbb7ac7f37Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3′,5′-difluoroacetophenone (3 g, 19.2 mmol) (Lancaster Synthesis) in dioxane (30 mL) was added dropwise a solution of bromine (3.67 g, 23 mmol) in dioxane (75 mL). After stirring for 10 minutes, the mixture was concentrated in vacuo and the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant, to provide 2-bromo-1-(3,5-difluorophenyl)ethanone as a colorless oil (2.9 g, 64% yield). the mixture was concentrated in vacuo the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant
Source ID: ord-b766bbeecace419eaa52b615ff7cd9e8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3′,5′-difluoroacetophenone (3 g, 19.2 mmol) (Lancaster Synthesis) in dioxane (30 mL) was added dropwise a solution of bromine (3.67 g, 23 mmol) in dioxane (75 mL). After stirring for 10 minutes, the mixture was concentrated in vacuo and the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant, to provide 2-bromo-1-(3,5-difluorophenyl)ethanone as a colorless oil (2.9 g, 64% yield). the mixture was concentrated in vacuo the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant
Source ID: ord-b766bbeecace419eaa52b615ff7cd9e8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d75823c44f4d49f487a23e7075b16d3aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3′,5′-difluoroacetophenone (3 g, 19.2 mmol) (Lancaster Synthesis) in dioxane (30 mL) was added dropwise a solution of bromine (3.67 g, 23 mmol) in dioxane (75 mL). After stirring for 10 minutes, the mixture was concentrated in vacuo and the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant, to provide 2-bromo-1-(3,5-difluorophenyl)ethanone as a colorless oil (2.9 g, 64% yield). the mixture was concentrated in vacuo the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant
Source ID: ord-cdfdef676f3f4d5091076816899cb834Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3′,5′-difluoroacetophenone (3 g, 19.2 mmol) (Lancaster Synthesis) in dioxane (30 mL) was added dropwise a solution of bromine (3.67 g, 23 mmol) in dioxane (75 mL). After stirring for 10 minutes, the mixture was concentrated in vacuo and the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant, to provide 2-bromo-1-(3,5-difluorophenyl)ethanone as a colorless oil (2.9 g, 64% yield). the mixture was concentrated in vacuo the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant
Source ID: ord-cdfdef676f3f4d5091076816899cb834Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was synthesized in analogy to Example 68, using 3-oxo-butyric acid methyl ester as compound of formula R, 2-bromo-1-(3,5-difluoro-phenyl)-ethanone as compound of formula S, phenethylamine as R3—(CH2)m—NH2 and 3,3,3-trifluoro-N-propylamine as R1R2NH, MS (ISP) 437.2 (M+H)+.
Source ID: ord-36363c4a3b90462dac21dfd298188018PubChem References
These sources are listed in the compound's public database record.
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