No renderable structure data available
C1(CC)=CC(Br)=CC(Br)=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | Benzene,1,3-dibroMo-5-ethyl- |
|---|---|
| IUPAC Name | — |
| CAS Number | 59785-43-2 |
| Database ID | 18711807 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
Benzene,1,3-dibroMo-5-ethyl- (CAS 59785-43-2) 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 18711807
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
10 reactions · 10 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-23d2991a9bfb4a2faea1a6707aef3a8fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-69ed1c9d5b0c4aa0be1f1f94e62d6ef1Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1,3-dibromo-5-ethylbenzene (2.7 g, 10.2 mmol), copper cyanide (0.916 g, 10.2 mmol), pyridine (1.65 mL, 20.5 mmol) in DMF (15 mL) was heated at 150° C. for 3 h. After cooling to r.t., the mixture was poured into a solution of H2O (30 mL) and ammonia (25% aq. Solution, 20 mL) and extracted with EtOAc. The combined organic layer was dried (MgSO4), filtered and concentrated in vacuo. The product was purified using flash chromatography on silica gel, gradient elution of 0-60% EtOAc in n-heptane. GCMS (CI) m/z 210 [M+1]+. After cooling to r.t. extracted with EtOAc The combined organic layer was dried (MgSO4) filtered concentrated in vacuo The product was purified on silica gel, gradient elution of 0-60% EtOAc in n-heptane
Source ID: ord-b95a28911d2b45b0addc82afb37b60d6Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1,3-dibromo-5-ethylbenzene (2.7 g, 10.2 mmol), copper cyanide (0.916 g, 10.2 mmol), pyridine (1.65 mL, 20.5 mmol) in DMF (15 mL) was heated at 150° C. for 3 h. After cooling to r.t., the mixture was poured into a solution of H2O (30 mL) and ammonia (25% aq. Solution, 20 mL) and extracted with EtOAc. The combined organic layer was dried (MgSO4), filtered and concentrated in vacuo. The product was purified using flash chromatography on silica gel, gradient elution of 0-60% EtOAc in n-heptane. GCMS (CI) m/z 210 [M+1]+. After cooling to r.t. extracted with EtOAc The combined organic layer was dried (MgSO4) filtered concentrated in vacuo The product was purified on silica gel, gradient elution of 0-60% EtOAc in n-heptane
Source ID: ord-b95a28911d2b45b0addc82afb37b60d6Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-69ed1c9d5b0c4aa0be1f1f94e62d6ef1Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1,3-dibromo-5-ethylbenzene (2.7 g, 10.2 mmol), copper cyanide (0.916 g, 10.2 mmol), pyridine (1.65 mL, 20.5 mmol) in DMF (15 mL) was heated at 150° C. for 3 h. After cooling to r.t., the mixture was poured into a solution of H2O (30 mL) and ammonia (25% aq. Solution, 20 mL) and extracted with EtOAc. The combined organic layer was dried (MgSO4), filtered and concentrated in vacuo. The product was purified using flash chromatography on silica gel, gradient elution of 0-60% EtOAc in n-heptane. GCMS (CI) m/z 210 [M+1]+. After cooling to r.t. extracted with EtOAc The combined organic layer was dried (MgSO4) filtered concentrated in vacuo The product was purified on silica gel, gradient elution of 0-60% EtOAc in n-heptane
Source ID: ord-4fdf903e08fe48858760d466b5b2a10aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Compound of 1,3-dibromo-5-ethyl-benzene is reacted with 3-(4-hydroxy-2-methyl-phenyl)-propionic acid methyl ester as in Example 18 to afford 0.898 g (56%) of the title compound. Rf=0.32 (4/1 hexanes/EtOAc). 1H NMR (400 MHz, CDCl3); MS (ES+) m/z mass calculated for C19H21O3Br 376, found 377 and 379 (M+1 and M+3, 100%).
Source ID: ord-a04c183c065641e1894daba96423362aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1,3-dibromo-5-vinyl-benzene (4.55 g, 17.4 mmol) and 20% Pd(OH)2/C (2.0 g) in THF (60 mL) is purged with N2 and then H2, and the mixture is stirred under a H2 balloon at rt for 5 hours. The mixture is filtered through hyflo, and the solvent is removed in vacuo to afford crude product that is absorbed on silica gel and purified by flash chromatography using 15/1 hexanes/ethyl acetate to afford 3.38 g (74%) of the title compound. Rf=0.63 (9/1 hexanes/EtOAc). 1H NMR (400 MHz, CDCl3). is purged with N2 The mixture is filtered through hyflo the solvent is removed in vacuo to afford crude product that is absorbed on silica gel purified by flash chromatography
Source ID: ord-f6d75667a6c5418683af7cfd0c660276Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1,3-dibromo-5-ethylbenzene (2.7 g, 10.2 mmol), copper cyanide (0.916 g, 10.2 mmol), pyridine (1.65 mL, 20.5 mmol) in DMF (15 mL) was heated at 150° C. for 3 h. After cooling to r.t., the mixture was poured into a solution of H2O (30 mL) and ammonia (25% aq. Solution, 20 mL) and extracted with EtOAc. The combined organic layer was dried (MgSO4), filtered and concentrated in vacuo. The product was purified using flash chromatography on silica gel, gradient elution of 0-60% EtOAc in n-heptane. GCMS (CI) m/z 210 [M+1] After cooling to r.t. extracted with EtOAc The combined organic layer was dried (MgSO4) filtered concentrated in vacuo The product was purified on silica gel, gradient elution of 0-60% EtOAc in n-heptane
Source ID: ord-664176fb4d39464294a97f8107b80a79Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1,3-dibromo-5-ethylbenzene (2.7 g, 10.2 mmol), copper cyanide (0.916 g, 10.2 mmol), pyridine (1.65 mL, 20.5 mmol) in DMF (15 mL) was heated at 150° C. for 3 h. After cooling to r.t., the mixture was poured into a solution of H2O (30 mL) and ammonia (25% aq. Solution, 20 mL) and extracted with EtOAc. The combined organic layer was dried (MgSO4), filtered and concentrated in vacuo. The product was purified using flash chromatography on silica gel, gradient elution of 0-60% EtOAc in n-heptane. GCMS (CI) m/z 210 [M+1]+. After cooling to r.t. extracted with EtOAc The combined organic layer was dried (MgSO4) filtered concentrated in vacuo The product was purified on silica gel, gradient elution of 0-60% EtOAc in n-heptane
Source ID: ord-b95a28911d2b45b0addc82afb37b60d6PubChem References
These sources are listed in the compound's public database record.
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