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CC(C)(C)OC1=CC=C(C=C1)BrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-Bromo-4-(tert-butoxy)benzene |
|---|---|
| IUPAC Name | — |
| CAS Number | 60876-70-2 |
| Database ID | 2763959 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-Bromo-4-(tert-butoxy)benzene (CAS 60876-70-2) 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 2763959
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-e7a058453f9642d1a4f7dc950af56171Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f37baeb53d824146ba595804ea95e511Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sec-butyllithium (53.2 mmoles, 41 ml of 1.3M in hexane) was added dropwise at -78° C. to 4-bromo-t-butoxybenzene (53.2 mmoles, 12.2 g) in 200 ml THF, stirred at -78° C. for 1 hour, and added slowly to a solution of triisopropylborate (58.5 mmoles, 11.0g) in 50 ml THF while maintaining the temperature below -60° C. The mixture was allowed to warm gradually to -20° C. Chilled acetic acid (80 mmoles,9.6 ml) was added. Hydrogen peroxide (58.5 mmoles, 5.9 ml of 30% diluted with 5 ml water) was added dropwise over 15 minutes while maintaining the temperature below 0° C. After stirring 10 minutes, the solution was washed with ammonium sulfate solution, dried, and concentrated. The residue was triturated with hexane and filtered to yield 4.2 g of 4-t-butoxyphenol. (MS). while maintaining the temperature below -60° C to warm gradually to -20° C while maintaining the temperature below 0° C After stirring 10 minutes the solution was washed with ammonium sulfate solution dried concentrated The residue was triturated with hexane filtered
Source ID: ord-015a1be4b3c34c43ba71af8e2af51c08Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Bromophenol(57.8 mmoles, 10.0 g) was added to a -30° C. solution of isobutylene (40 ml) and methylene chloride (50 ml) and then cooled to -78° C. Trifluoromethanesulfonic acid (4 mmoles, 0.35 ml) was added. The mixture was held at -78° C. for 4 hours and then allowed to warm to room temperature. Triethylamine (0.5 ml) was added; the solvent was removed. The residue was chromatographed over silica gel eluted with 1% ethyl acetate in hexane to yield 12.4 g. (MS) to warm to room temperature the solvent was removed The residue was chromatographed over silica gel eluted with 1% ethyl acetate in hexane to yield 12.4 g
Source ID: ord-8643db5da15f47ba9948c439a7542f78Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e7a058453f9642d1a4f7dc950af56171Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e7a058453f9642d1a4f7dc950af56171Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sec-butyllithium (53.2 mmoles, 41 ml of 1.3M in hexane) was added dropwise at -78° C. to 4-bromo-t-butoxybenzene (53.2 mmoles, 12.2 g) in 200 ml THF, stirred at -78° C. for 1 hour, and added slowly to a solution of triisopropylborate (58.5 mmoles, 11.0g) in 50 ml THF while maintaining the temperature below -60° C. The mixture was allowed to warm gradually to -20° C. Chilled acetic acid (80 mmoles,9.6 ml) was added. Hydrogen peroxide (58.5 moles, 5.9 ml of 30% diluted with 5 ml water) was added dropwise over 15 minutes while maintaining the temperature below 0° C. After stirring 10 minutes, the solution was washed with ammonium sulfate solution, dried, and concentrated. The residue was triturated with hexane and filtered to yield 4.2 g of 4-t-butoxyphenol. (MS). while maintaining the temperature below -60° C to warm gradually to -20° C while maintaining the temperature below 0° C After stirring 10 minutes the solution was washed with ammonium sulfate solution dried concentrated The residue was triturated with hexane filtered
Source ID: ord-9bd3c5f599074db2bdd22327ce9533b1Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Bromophenol(57.8 mmoles, 10.0 g) was added to a -30° C. solution of isobutylene (40 ml) and methylene chloride (50 ml) and then cooled to -78° C. Trifluoromethanesulfonic acid (4 mmoles, 0.35 ml) was added. The mixture was held at -78° C. for 4 hours and then allowed to warm to room temperature. Triethylamine (0.5 ml) was added; the solvent was removed. The residue was chromatographed over silica gel eluted with 1% ethyl acetate in hexane to yield 12.4 g. (MS) to warm to room temperature the solvent was removed The residue was chromatographed over silica gel eluted with 1% ethyl acetate in hexane to yield 12.4 g
Source ID: ord-b6ea5971d63248a2853ad3809865eb93Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sec-butyllithium (53.2 mmoles, 41 ml of 1.3M in hexane) was added dropwise at -78° C. to 4-bromo-t-butoxybenzene (53.2 mmoles, 12.2 g) in 200 ml THF, stirred at -78° C. for 1 hour, and added slowly to a solution of triisopropylborate (58.5 mmoles, 11.0 g) in 50 ml THF while maintaining the temperature below -60° C. The mixture was allowed to warm gradually to -20° C. Chilled acetic acid (80 mmoles,9.6 ml) was added. Hydrogen peroxide (58.5 moles, 5.9 ml of 30% diluted with 5 ml water) was added dropwise over 15 minutes while maintaining the temperature below 0° C. After stirring 10 minutes, the solution was washed with ammonium sulfate solution, dried, and concentrated. The residue was triturated with hexane and filtered to yield 4.2 g of 4-t-butoxyphenol. (MS). while maintaining the temperature below -60° C to warm gradually to -20° C while maintaining the temperature below 0° C After stirring 10 minutes the solution was washed with ammonium sulfate solution dried concentrated The residue was triturated with hexane filtered
Source ID: ord-f4b602b2e89840d0bb45e91d9bd93298Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Bromophenol (57.8 mmoles, 10.0 g) was added to a -30° C. solution of isobutylene (40 ml) and methylene chloride (50 ml) and then cooled to -78° C. Trifluoromethanesulfonic acid (4 mmoles, 0.35 ml) was added. The mixture was held at -78° C. for 4 hours and then allowed to warm to room temperature. Triethylamine (0.5 ml) was added; the solvent was removed. The residue was chromatographed over silica gel eluted with 1% ethyl acetate in hexane to yield 12.4 g. (MS) to warm to room temperature the solvent was removed The residue was chromatographed over silica gel eluted with 1% ethyl acetate in hexane to yield 12.4 g
Source ID: ord-03a62de067f54584a2602563e03d275eConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Bromophenol (57.8 mmoles, 10.0 g) was added to a -30° C. solution of isobutylene (40 ml) and methylene chloride (50 ml) and then cooled to -78° C. Trifluoromethanesulfonic acid (4 mmoles, 0.35 ml) was added. The mixture was held at -78° C. for 4 hours and then allowed to warm to room temperature. Triethylamine (0.5 ml) was added; the solvent was removed. The residue was chromatographed over silica gel eluted with 1% ethyl acetate in hexane to yield 12.4 g. (MS) to warm to room temperature the solvent was removed The residue was chromatographed over silica gel eluted with 1% ethyl acetate in hexane to yield 12.4 g
Source ID: ord-03a62de067f54584a2602563e03d275eConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sec-butyllithium (53.2 mmoles, 41 ml of 1.3M in hexane) was added dropwise at -78° C. to 4-bromo-t-butoxybenzene (53.2 mmoles, 12.2 g) in 200 ml THF, stirred at -78° C. for 1 hour, and added slowly to a solution of triisopropylborate (58.5 mmoles, 11.0g) in 50 ml THF while maintaining the temperature below -60° C. The mixture was allowed to warm gradually to -20° C. Chilled acetic acid (80 mmoles,9.6 ml) was added. Hydrogen peroxide (58.5 mmoles, 5.9 ml of 30% diluted with 5 ml water) was added dropwise over 15 minutes while maintaining the temperature below 0° C. After stirring 10 minutes, the solution was washed with ammonium sulfate solution, dried, and concentrated. The residue was triturated with hexane and filtered to yield 4.2 g of 4-t-butoxyphenol. (MS). while maintaining the temperature below -60° C to warm gradually to -20° C while maintaining the temperature below 0° C After stirring 10 minutes the solution was washed with ammonium sulfate solution dried concentrated The residue was triturated with hexane filtered
Source ID: ord-92f500cf55b643f0bd171d94cdcf171aPubChem References
These sources are listed in the compound's public database record.
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