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CCOC(COC1=CC=CC=C1Br)OCCChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-bromo-2-(2,2-diethoxyethoxy)benzene |
|---|---|
| IUPAC Name | — |
| CAS Number | 253429-15-1 |
| Database ID | 22951432 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-bromo-2-(2,2-diethoxyethoxy)benzene (CAS 253429-15-1) 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 22951432
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
11 reactions · 11 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1ceb7d0cd8744c12b674e76b2a498dfbConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1ceb7d0cd8744c12b674e76b2a498dfbConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1ceb7d0cd8744c12b674e76b2a498dfbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of polyphosphoric acid (˜5 g) and chlorobenzene (8 mL) was heated at reflux and a solution of 1-(2,2-diethoxyethoxy)-2-bromobenzene (2.62 g, 9.0 mmol) in chlorobenzene (3 mL) was added dropwise over 10 min. The mixture was heated at reflux for 1.5 h. The mixture was allowed to cool to rt and 1 M aq NaOH (20 mL) was added, followed by ether (175 mL). The mixture was washed with water (2×20 mL) and brine (20 mL), and dried over MgSO4. Evaporation of the solvent left a residue which was purified by a chromatography on a 140-g silica cartridge eluted with hexanes and a 0-10% EtOAc in hexanes gradient. Appropriate fractions were pooled and concentrated to afford 7-bromobenzofuran (0.65 g, 38% from 2-bromophenol) as a clear colorless oil. was heated at reflux The mixture was heated at reflux for 1.5 h The mixture was washed with water (2×20 mL) and brine (20 mL) dried over MgSO4 Evaporation of the solvent left a residue which was purified by a chromatography on a 140-g silica cartridge eluted with hexanes concentrated
Source ID: ord-5448868ecc834b0187ad4ed1a6f54691Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of polyphosphoric acid (˜5 g) and chlorobenzene (8 mL) was heated at reflux and a solution of 1-(2,2-diethoxyethoxy)-2-bromobenzene (2.62 g, 9.0 mmol) in chlorobenzene (3 mL) was added dropwise over 10 min. The mixture was heated at reflux for 1.5 h. The mixture was allowed to cool to rt and 1 M aq NaOH (20 mL) was added, followed by ether (175 mL). The mixture was washed with water (2×20 mL) and brine (20 mL), and dried over MgSO4. Evaporation of the solvent left a residue which was purified by a chromatography on a 140-g silica cartridge eluted with hexanes and a 0-10% EtOAc in hexanes gradient. Appropriate fractions were pooled and concentrated to afford 7-bromobenzofuran (0.65 g, 38% from 2-bromophenol) as a clear colorless oil. was heated at reflux The mixture was heated at reflux for 1.5 h The mixture was washed with water (2×20 mL) and brine (20 mL) dried over MgSO4 Evaporation of the solvent left a residue which was purified by a chromatography on a 140-g silica cartridge eluted with hexanes concentrated
Source ID: ord-5448868ecc834b0187ad4ed1a6f54691Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of KOH pellets (85%, 0.68 g, 10.3 mmol) in water (1.5 mL) was added to 2-bromophenol (1 mL, 8.6 mmol). The mixture was diluted with DMSO (20 mL) and bromoacetaldehyde diethyl acetal (1.43 mL, 9.5 mmol) was added. The mixture was heated at 100° C. for 6 h, cooled to rt, diluted with ether (175 mL), washed with water (3×40 mL) and 5% aq NaOH (40 mL), and dried over MgSO4. Removal of the solvent left 1-(2,2-diethoxyethoxy)-2-bromobenzene (2.62 g, quant) as an oil. was added cooled to rt washed with water (3×40 mL) and 5% aq NaOH (40 mL) dried over MgSO4 Removal of the solvent left 1-(2,2-diethoxyethoxy)-2-bromobenzene (2.62 g, quant) as an oil
Source ID: ord-2413596cbc1b4467bf4a6cb999c51643Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of KOH pellets (85%, 0.68 g, 10.3 mmol) in water (1.5 mL) was added to 2-bromophenol (1 mL, 8.6 mmol). The mixture was diluted with DMSO (20 mL) and bromoacetaldehyde diethyl acetal (1.43 mL, 9.5 mmol) was added. The mixture was heated at 100° C. for 6 h, cooled to rt, diluted with ether (175 mL), washed with water (3×40 mL) and 5% aq NaOH (40 mL), and dried over MgSO4. Removal of the solvent left 1-(2,2-diethoxyethoxy)-2-bromobenzene (2.62 g, quant) as an oil. was added cooled to rt washed with water (3×40 mL) and 5% aq NaOH (40 mL) dried over MgSO4 Removal of the solvent left 1-(2,2-diethoxyethoxy)-2-bromobenzene (2.62 g, quant) as an oil
Source ID: ord-2413596cbc1b4467bf4a6cb999c51643Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of polyphosphoric acid (˜5 g) and chlorobenzene (8 mL) was heated at reflux and a solution of 1-(2,2-diethoxyethoxy)-2-bromobenzene (2.62 g, 9.0 mmol) in chlorobenzene (3 mL) was added dropwise over 10 min. The mixture was heated at reflux for 1.5 h. The mixture was allowed to cool to rt and 1M aq NaOH (20 mL) was added, followed by ether (175 mL). The mixture was washed with water (2×20 mL) and brine (20 mL), and dried over MgSO4. Evaporation of the solvent left a residue which was purified by a chromatography on a 140-g silica cartridge eluted with hexanes and a 0-10% EtOAc in hexanes gradient. Appropriate fractions were pooled and concentrated to afford 7-bromobenzofuran (0.65 g, 38% from 2-bromophenol) as a clear colorless oil. was heated at reflux The mixture was heated at reflux for 1.5 h The mixture was washed with water (2×20 mL) and brine (20 mL) dried over MgSO4 Evaporation of the solvent left a residue which was purified by a chromatography on a 140-g silica cartridge eluted with hexanes concentrated
Source ID: ord-388a6841169e4b118d7ebf45649d8d69Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of polyphosphoric acid (˜5 g) and chlorobenzene (8 mL) was heated at reflux and a solution of 1-(2,2-diethoxyethoxy)-2-bromobenzene (2.62 g, 9.0 mmol) in chlorobenzene (3 mL) was added dropwise over 10 min. The mixture was heated at reflux for 1.5 h. The mixture was allowed to cool to rt and 1M aq NaOH (20 mL) was added, followed by ether (175 mL). The mixture was washed with water (2×20 mL) and brine (20 mL), and dried over MgSO4. Evaporation of the solvent left a residue which was purified by a chromatography on a 140-g silica cartridge eluted with hexanes and a 0-10% EtOAc in hexanes gradient. Appropriate fractions were pooled and concentrated to afford 7-bromobenzofuran (0.65 g, 38% from 2-bromophenol) as a clear colorless oil. was heated at reflux The mixture was heated at reflux for 1.5 h The mixture was washed with water (2×20 mL) and brine (20 mL) dried over MgSO4 Evaporation of the solvent left a residue which was purified by a chromatography on a 140-g silica cartridge eluted with hexanes concentrated
Source ID: ord-388a6841169e4b118d7ebf45649d8d69Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred mixture of polyphosphoric acid (˜5 g) and chlorobenzene (8 mL) was heated at reflux and a solution of 1-(2,2-diethoxyethoxy)-2-bromobenzene (2.62 g, 9.0 mmol) in chlorobenzene (3 mL) was added dropwise over 10 min. The mixture was heated at reflux for 1.5 h. The mixture was allowed to cool to rt and 1M aq NaOH (20 mL) was added, followed by ether (175 mL). The mixture was washed with water (2×20 mL) and brine (20 mL), and dried over MgSO4. Evaporation of the solvent left a residue which was purified by a chromatography on a 140-g silica cartridge eluted with hexanes and a 0-10% EtOAc in hexanes gradient. Appropriate fractions were pooled and concentrated to afford 7-bromobenzofuran (0.65 g, 38% from 2-bromophenol) as a clear colorless oil. was heated at reflux The mixture was heated at reflux for 1.5 h The mixture was washed with water (2×20 mL) and brine (20 mL) dried over MgSO4 Evaporation of the solvent left a residue which was purified by a chromatography on a 140-g silica cartridge eluted with hexanes concentrated
Source ID: ord-6a15ac69865240d8a047aec0e0c9957bConditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of KOH pellets (85%, 0.68 g, 10.3 mmol) in water (1.5 mL) was added to 2-bromophenol (1 mL, 8.6 mmol). The mixture was diluted with DMSO (20 mL) and bromoacetaldehyde diethyl acetal (1.43 mL, 9.5 mmol) was added. The mixture was heated at 100° C. for 6 h, cooled to rt, diluted with ether (175 mL), washed with water (3×40 mL) and 5% aq NaOH (40 mL), and dried over MgSO4. Removal of the solvent left 1-(2,2-diethoxyethoxy)-2-bromobenzene (2.62 g, quant) as an oil. was added cooled to rt washed with water (3×40 mL) and 5% aq NaOH (40 mL) dried over MgSO4 Removal of the solvent left 1-(2,2-diethoxyethoxy)-2-bromobenzene (2.62 g, quant) as an oil
Source ID: ord-3635213d5383448d8cec41f7b42b9460PubChem References
These sources are listed in the compound's public database record.
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