Reaction #4125395
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-045859fd5e5a4ecd950316d1164d56e1No renderable structure data available
BrC1=CC(=C(C=C1F)OC)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 4-Bromo-2,5-difluoroanisole |
|---|---|
| IUPAC Name | — |
| CAS Number | 202865-60-9 |
| Database ID | 2724983 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
4-Bromo-2,5-difluoroanisole (CAS 202865-60-9) 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 2724983
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-045859fd5e5a4ecd950316d1164d56e1Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c1644be7cc0243bca8e78ba1a846d855Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f49b4e1d4bec432eb7850be79735c300Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b5a506ced4dc4e149b3e6ab266d8e9b1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Production Example 9 was repeated except that 5-bromo-2-methoxytoluene, 1-(2-phenethyl)piperazine and ethyl acetate (extraction solvent) were replaced with 4-bromo-2,5-difluoroanisole (6.742 g), piperazine (12.404 g) and toluene (extraction solvent), respectively, to provide crude 1-(2,5-difluoro-4-methoxyphenyl)-piperazine (1.926 g).
Source ID: ord-e0a9d9d39c0f4a12a83b8b7c3cdc8e94Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Production Example 9 was repeated except that 5-bromo-2-methoxytoluene and 1-(2-phenethyl)piperazine were replaced with 4-bromo-2,5-difluoroanisole (4.460 g) and ethyl isonipecotate (3.70 mL), respectively. The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=6:1) to provide ethyl 1-(2,5-difluoro-4-methoxyphenyl)piperidine-4-carboxylate (2.465 g). The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=6:1)
Source ID: ord-28ac4ce592de4f8db7fd76514c418040Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Production Example 9 was repeated except that 5-bromo-2-methoxytoluene and 1-(2-phenethyl)piperazine were replaced with 4-bromo-2,5-difluoroanisole (4.460 g) and ethyl isonipecotate (3.70 mL), respectively. The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=6:1) to provide ethyl 1-(2,5-difluoro-4-methoxyphenyl)piperidine-4-carboxylate (2.465 g). The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=6:1)
Source ID: ord-28ac4ce592de4f8db7fd76514c418040Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Production Example 9 was repeated except that 5-bromo-2-methoxytoluene and 1-phenethylpiperazine were replaced with 4-bromo-2,5-difluoroanisole (1.115 g) and 1,4-dioxa-8-azaspiro[4,5]-decane (859 mg), respectively. The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=3:1) to provide 8-(2,5-difluoro-4-methoxyphenyl)-1,4-dioxa-8-azaspiro[4,5]decane (455 mg). The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=3:1)
Source ID: ord-f2ca42d4abda4f47bba3145d78b86179Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Production Example 9 was repeated except that 5-bromo-2-methoxytoluene and 1-phenethylpiperazine were replaced with 4-bromo-2,5-difluoroanisole (1.115 g) and 1,4-dioxa-8-azaspiro[4,5]-decane (859 mg), respectively. The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=3:1) to provide 8-(2,5-difluoro-4-methoxyphenyl)-1,4-dioxa-8-azaspiro[4,5]decane (455 mg). The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=3:1)
Source ID: ord-f2ca42d4abda4f47bba3145d78b86179Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Production Example 9 was repeated except that 5-bromo-2-methoxytoluene and 1-(2-phenethyl)piperazine were replaced with 4-bromo-2,5-difluoroanisole (446 mg) and 4-(3-phenylpropyl)-piperidine (1.220 g), respectively. The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=8:1) to provide 1-(2,5-difluoro-4-methoxyphenyl)-4-(3-phenylpropyl)piperidine (233 mg). The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=8:1)
Source ID: ord-d6123d46385f408a9055741a7d9c4e2aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Production Example 9 was repeated except that 5-bromo-2-methoxytoluene and 1-(2-phenethyl)piperazine were replaced with 4-bromo-2,5-difluoroanisole (446 mg) and 4-(3-phenylpropyl)-piperidine (1.220 g), respectively. The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=8:1) to provide 1-(2,5-difluoro-4-methoxyphenyl)-4-(3-phenylpropyl)piperidine (233 mg). The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=8:1)
Source ID: ord-d6123d46385f408a9055741a7d9c4e2aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Production Example 9 was repeated except that 5-bromo-2-methoxytoluene and 1-phenethylpiperazine were replaced with 4-bromo-2,5-difluoroanisole (338 mg) and 4-(3-cyclohexylpropyl)-piperidine (953 mg), respectively. The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=3:1) to provide 4-(3-cyclohexylpropyl)-1-(2,5-difluoro-4-methoxyphenyl)piperidine (523 mg). The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=3:1)
Source ID: ord-5b3ee35c5f6748ad81787f6e55408130PubChem References
These sources are listed in the compound's public database record.
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