No renderable structure data available
BrC1C=CC=C(C=1)CC(=O)OC(C)(C)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | tert-butyl 2-(3-broMophenyl)acetate |
|---|---|
| IUPAC Name | — |
| CAS Number | 197792-52-2 |
| Database ID | 53936336 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
tert-butyl 2-(3-broMophenyl)acetate (CAS 197792-52-2) 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 53936336
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-b59000cb07684f819dbcd74b9b3627acConditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-bromo-phenyl acetic acid tert-butyl ester (5.64 g, 20.80 mmol), N-vinyl phthalimide (3.60 g, 20.80 mmol), diisopropylethylamine (3.63 g, 28.08 mmol), palladium acetate (107 mg, 0.478 mmol), and tri-o-tolylphosphine (475 mg, 1.56 mmol) in acetonitrile (10 mL) was stirred at 90° C. for 20 h. The reaction was cooled to room temperature and ice water (50 mL) was added. EtOAc (50 mL) was added and the organic solution was washed with 5.5% HCl followed by brine. The organic solution was dried over MgSO4, filtered, and concentrated. Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1) provided the title compound (1.95 g). MS 381 (M+18). The reaction was cooled to room temperature the organic solution was washed with 5.5% HCl The organic solution was dried over MgSO4 filtered concentrated Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1)
Source ID: ord-a5cc08aa49c54c228d56be16cb867e2aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-bromo-phenyl acetic acid (5.00 g, 23.24 mmol), tert-butanol (1.89 g, 25.57 mmol), DMAP (3.12 g, 25.57 mmol), and DCC (5.27 g, 25.57 mmol) in CH2Cl2 (150 mL) was stirred for 24 h at room temperature. The reaction was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in EtOAc and the mixture was filtered. The organic solution was washed consecutively with 5.5% HCl, water, saturated NaHCO3, and brine. The organic solution was dried over MgSO4, filtered, and concentrated to provide the title compound (5.64 g). The reaction was filtered the filtrate was concentrated in vacuo The residue was dissolved in EtOAc the mixture was filtered The organic solution was washed consecutively with 5.5% HCl, water, saturated NaHCO3, and brine The organic solution was dried over MgSO4 filtered concentrated
Source ID: ord-f895e18f55fb495bbd91e3f582416c02Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-bromo-phenyl acetic acid (5.00 g, 23.24 mmol), tert-butanol (1.89 g, 25.57 mmol), DMAP (3.12 g, 25.57 mmol), and DCC (5.27 g, 25.57 mmol) in CH2Cl2 (150 mL) was stirred for 24 h at room temperature. The reaction was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in EtOAc and the mixture was filtered. The organic solution was washed consecutively with 5.5% HCl, water, saturated NaHCO3, and brine. The organic solution was dried over MgSO4, filtered, and concentrated to provide the title compound (5.64 g). The reaction was filtered the filtrate was concentrated in vacuo The residue was dissolved in EtOAc the mixture was filtered The organic solution was washed consecutively with 5.5% HCl, water, saturated NaHCO3, and brine The organic solution was dried over MgSO4 filtered concentrated
Source ID: ord-f895e18f55fb495bbd91e3f582416c02Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-bromo-phenyl acetic acid tert-butyl ester (5.64 g, 20.80 mmol), N-vinyl phthalimide (3.60 g, 20.80 mmol), diisopropylethylamine (3.63 g, 28.08 mmol), palladium acetate (107 mg, 0.478 mmol), and tritolylphosphine (475 mg, 1.56 mmol) in acetonitrile (10 mL) was stirred at 90° C. for 20 h. The reaction was cooled to room temperature and ice water (50 mL) was added. EtOAc (50 mL) was added and the organic solution was washed with 5.5% HCl followed by brine. The organic solution was dried over MgSO4, filtered, and concentrated. Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1) provided the title compound (1.95 g). MS 381 (M+18). The reaction was cooled to room temperature the organic solution was washed with 5.5% HCl The organic solution was dried over MgSO4 filtered concentrated Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1)
Source ID: ord-69010a64655a4d408032c62f1cd36cf6Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-bromo-phenyl acetic acid tert-butyl ester (5.64 g, 20.80 mmol), N-vinyl phthalimide (3.60 g, 20.80 mmol), diisopropylethylamine (3.63 g, 28.08 mmol), palladium acetate (107 mg, 0.478 mmol), and tritolylphosphine (475 mg, 1.56 mmol) in acetonitrile (10 mL) was stirred at 90° C. for 20 h. The reaction was cooled to room temperature and ice water (50 mL) was added. EtOAc (50 mL) was added and the organic solution was washed with 5.5% HCl followed by brine. The organic solution was dried over MgSO4, filtered, and concentrated. Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1) provided the title compound (1.95 g). MS 381 (M+18). The reaction was cooled to room temperature the organic solution was washed with 5.5% HCl The organic solution was dried over MgSO4 filtered concentrated Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1)
Source ID: ord-69010a64655a4d408032c62f1cd36cf6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-bromo-phenyl acetic acid (5.00 g, 23.24 mmol), tert-butanol (1.89 g, 25.57 mmol), DMAP (3.12 g, 25.57 mmol), and DCC (5.27 g, 25.57 mmol) in CH2Cl2 (150 mL) was stirred for 24 h at room temperature. The reaction was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in EtOAc and the mixture was filtered. The organic solution was washed consecutively with 5.5% HCl, water, saturated NaHCO3, and brine. The organic solution was dried over MgSO4, filtered, and concentrated to provide the title compound (5.64 g). The reaction was filtered the filtrate was concentrated in vacuo The residue was dissolved in EtOAc the mixture was filtered The organic solution was washed consecutively with 5.5% HCl, water, saturated NaHCO3, and brine The organic solution was dried over MgSO4 filtered concentrated
Source ID: ord-e8db57092bd44d249eae185a5922f0a7Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-bromo-phenyl acetic Acid tert-butyl ester (5.64 g, 20.80 mmol), N-vinyl phthalimide (3.60 g, 20.80 mmol), diisopropylethylamine (3.63 g, 28.08 mmol), palladium acetate (107 mg, 0.478 mmol), and tri-o-tolylphosphine (475 mg, 1.56 mmol) in acetonitrile (10 mL) was stirred at 90° C. for 20 h. The reaction was cooled to room temperature and ice water (50 mL) was added. EtOAc (50 mL) was added and the organic solution was washed with 5.5% HCl followed by brine. The organic solution was dried over MgSO4, filtered, and concentrated. Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1) provided the title compound (1.95 g). MS 381 (M+18). The reaction was cooled to room temperature the organic solution was washed with 5.5% HCl The organic solution was dried over MgSO4 filtered concentrated Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1)
Source ID: ord-6abfe2f2e6cd488c8db4d3bf360b010cConditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-bromo-phenyl acetic Acid tert-butyl ester (5.64 g, 20.80 mmol), N-vinyl phthalimide (3.60 g, 20.80 mmol), diisopropylethylamine (3.63 g, 28.08 mmol), palladium acetate (107 mg, 0.478 mmol), and tri-o-tolylphosphine (475 mg, 1.56 mmol) in acetonitrile (10 mL) was stirred at 90° C. for 20 h. The reaction was cooled to room temperature and ice water (50 mL) was added. EtOAc (50 mL) was added and the organic solution was washed with 5.5% HCl followed by brine. The organic solution was dried over MgSO4, filtered, and concentrated. Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1) provided the title compound (1.95 g). MS 381 (M+18). The reaction was cooled to room temperature the organic solution was washed with 5.5% HCl The organic solution was dried over MgSO4 filtered concentrated Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1)
Source ID: ord-6abfe2f2e6cd488c8db4d3bf360b010cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-bromo-phenyl acetic acid (5.00 g, 23.24 mmol), tert-butanol (1.89 g, 25.57 mmol), DMAP (3.12 g, 25.57 mmol), and DCC (5.27 g, 25.57 mmol) in CH2Cl2 (150 mL) was stirred for 24 h at room temperature. The reaction was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in EtOAc and the mixture was filtered. The organic solution was washed consecutively with 5.5% HCl, water, saturated NaHCO3, and brine. The organic solution was dried over MgSO4, filtered, and concentrated to provide the title compound (5.64 g). The reaction was filtered the filtrate was concentrated in vacuo The residue was dissolved in EtOAc the mixture was filtered The organic solution was washed consecutively with 5.5% HCl, water, saturated NaHCO3, and brine The organic solution was dried over MgSO4 filtered concentrated
Source ID: ord-46c566d89cb4413a870f8da22bf14682Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-bromo-phenyl acetic acid tert-butyl ester (5.64 g, 20.80 mmol), N-vinyl phthalimide (3.60 g, 20.80 mmol), diisopropylethylamine (3.63 g, 28.08 mmol), palladium acetate (107 mg, 0.478 mmol), and tri-o-tolylphosphine (475 mg, 1.56 mmol) in acetonitrile (10 mL) was stirred at 90° C. for 20 h. The reaction was cooled to room temperature and ice water (50 mL) was added. EtOAc (50 mL) was added and the organic solution was washed with 5.5% HCl followed by brine. The organic solution was dried over MgSO4, filtered, and concentrated. Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1) provided the title compound (1.95 g). MS 381 (M+18). The reaction was cooled to room temperature the organic solution was washed with 5.5% HCl The organic solution was dried over MgSO4 filtered concentrated Purification by flash chromatography (hexanes:EtOAc 9:1 to 4:1)
Source ID: ord-428de5eb872c438a8d800de1e78f31b8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-bromo-phenyl acetic acid (5.00 g, 23.24 mmol), tert-butanol (1.89 g, 25.57 mmol), DMAP (3.12 g, 25.57 mmol), and DCC (5.27 g, 25.57 mmol) in CH2Cl2 (150 mL) was stirred for 24 h at room temperature. The reaction was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in EtOAc and the mixture was filtered. The organic solution was washed consecutively with 5.5% HCl, water, saturated NaHCO3, and brine. The organic solution was dried over MgSO4, filtered, and concentrated to provide the title compound (5.64 g). The reaction was filtered the filtrate was concentrated in vacuo The residue was dissolved in EtOAc the mixture was filtered The organic solution was washed consecutively with 5.5% HCl, water, saturated NaHCO3, and brine The organic solution was dried over MgSO4 filtered concentrated
Source ID: ord-976840525c594cc8a0c73288a175abaaPubChem References
These sources are listed in the compound's public database record.
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