Reaction #3860034
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-86ca01e3fa2e476f9ff93e4c321a4ad8No renderable structure data available
C1=CC(=C(C=C1I)CO)BrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (2-bromo-5-iodophenyl)methanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 946525-30-0 |
| Database ID | 53424372 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(2-bromo-5-iodophenyl)methanol (CAS 946525-30-0) 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 53424372
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-86ca01e3fa2e476f9ff93e4c321a4ad8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Thionyl chloride (13 mL) is added to a suspension of 4-bromo-3-hydroxymethyl-1-iodo-benzene (47.0 g) in dichloromethane (100 mL) containing DMF (0.1 mL). The mixture is stirred at ambient temperature for 3 h. Then, the solvent and the excess reagent is removed under reduced pressure. The residue is triturated with methanol and dried. Then, the solvent and the excess reagent is removed under reduced pressure The residue is triturated with methanol dried
Source ID: ord-63d7a9aac2dc452fa7cb74d36b28957fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid in CH2Cl2 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and LiBH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2SO4) and the solvent is evaporated under reduced pressure to give the crude product. Then, the solution is concentrated under reduced pressure the residue is dissolved in THF (100 mL) The resulting solution is cooled in an ice-bath LiBH4 (3.4 g) is added in portions The cooling bath is removed the mixture is stirred at room temperature for 1 h The reaction mixture is diluted with THF treated with 0.1 M hydrochloric acid Then, the organic layer is separated the aqueous layer is extracted with ethyl acetate The combined organic layers are dried (Na2SO4) the solvent is evaporated under reduced pressure
Source ID: ord-d1edf4a6421e46c9baa35d19fc06abf7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Thionyl chloride (13 mL) is added to a suspension of 4-bromo-3-hydroxymethyl-1-iodo-benzene (47.0 g) in dichloromethane (100 mL) containing DMF (0.1 mL). The mixture is stirred at ambient temperature for 3 h. Then, the solvent and the excess reagent is removed under reduced pressure. The residue is triturated with methanol and dried. Then, the solvent and the excess reagent is removed under reduced pressure The residue is triturated with methanol dried
Source ID: ord-a212c4325e9043fb8a7a41eaedec2983Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Thionyl chloride (13 mL) is added to a suspension of 4-bromo-3-hydroxymethyl-1-iodo-benzene (47.0 g) in dichloromethane (100 mL) containing DMF (0.1 mL). The mixture is stirred at ambient temperature for 3 h. Then, the solvent and the excess reagent is removed under reduced pressure. The residue is triturated with methanol and dried. Then, the solvent and the excess reagent is removed under reduced pressure The residue is triturated with methanol dried
Source ID: ord-7688fa39bab94122a6c9be36a60b16b2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Thionyl chloride (13 mL) is added to a suspension of 4-bromo-3-hydroxymethyl-1-iodo-benzene (47.0 g) in dichloromethane (100 mL) containing DMF (0.1 mL). The mixture is stirred at ambient temperature for 3 h. Then, the solvent and the excess reagent is removed under reduced pressure. The residue is triturated with methanol and dried. Then, the solvent and the excess reagent is removed under reduced pressure The residue is triturated with methanol dried
Source ID: ord-7688fa39bab94122a6c9be36a60b16b2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid in CH2Cl2 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and LiBH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2SO4) and the solvent is evaporated under reduced pressure to give the crude product. Then, the solution is concentrated under reduced pressure the residue is dissolved in THF (100 mL) The resulting solution is cooled in an ice-bath LiBH4 (3.4 g) is added in portions The cooling bath is removed the mixture is stirred at room temperature for 1 h The reaction mixture is diluted with THF treated with 0.1 M hydrochloric acid Then, the organic layer is separated the aqueous layer is extracted with ethyl acetate The combined organic layers are dried (Na2SO4) the solvent is evaporated under reduced pressure
Source ID: ord-5d971f84d0ad41338b8b27629245dd72Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Thionyl chloride (13 mL) is added to a suspension of 4-bromo-3-hydroxymethyl-1-iodo-benzene (47.0 g) in dichloromethane (100 mL) containing DMF (0.1 mL). The mixture is stirred at ambient temperature for 3 h. Then, the solvent and the excess reagent is removed under reduced pressure. The residue is triturated with methanol and dried. Then, the solvent and the excess reagent is removed under reduced pressure The residue is triturated with methanol dried
Source ID: ord-e5567449752e4d15be6790955f57f084Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid in CH2Cl2 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and LiBH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2SO4) and the solvent is evaporated under reduced pressure to give the crude product. Then, the solution is concentrated under reduced pressure the residue is dissolved in THF (100 mL) The resulting solution is cooled in an ice-bath LiBH4 (3.4 g) is added in portions The cooling bath is removed the mixture is stirred at room temperature for 1 h The reaction mixture is diluted with THF treated with 0.1 M hydrochloric acid Then, the organic layer is separated the aqueous layer is extracted with ethyl acetate The combined organic layers are dried (Na2SO4) the solvent is evaporated under reduced pressure
Source ID: ord-ad2ed7ffac5a46c2b080c82832390b4bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Thionyl chloride (13 mL) is added to a suspension of 4-bromo-3-hydroxymethyl-1-iodo-benzene (47.0 g) in dichloromethane (100 mL) containing DMF (0.1 mL). The mixture is stirred at ambient temperature for 3 h. Then, the solvent and the excess reagent is removed under reduced pressure. The residue is triturated with methanol and dried. Then, the solvent and the excess reagent is removed under reduced pressure The residue is triturated with methanol dried
Source ID: ord-e5567449752e4d15be6790955f57f084Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid in CH2Cl2 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and LiBH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2SO4) and the solvent is evaporated under reduced pressure to give the crude product. Then, the solution is concentrated under reduced pressure the residue is dissolved in THF (100 mL) The resulting solution is cooled in an ice-bath LiBH4 (3.4 g) is added in portions The cooling bath is removed the mixture is stirred at room temperature for 1 h The reaction mixture is diluted with THF treated with 0.1 M hydrochloric acid Then, the organic layer is separated the aqueous layer is extracted with ethyl acetate The combined organic layers are dried (Na2SO4) the solvent is evaporated under reduced pressure
Source ID: ord-ad2ed7ffac5a46c2b080c82832390b4bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-86ca01e3fa2e476f9ff93e4c321a4ad8PubChem References
These sources are listed in the compound's public database record.
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