No renderable structure data available
C1=C(OC(=C1)Br)COChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (5-bromofuran-2-yl)methanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 27230-58-6 |
| Database ID | 14595701 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(5-bromofuran-2-yl)methanol (CAS 27230-58-6) 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 14595701
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-cb5a746f3c154353b3c98e5985118290Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-981f3eac3bc0471ea5d70db2e2f3d4b5Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-7c143150b10944b3810cfe7b429c5006Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sodium hydride (95%, 19 mg, 0.75 mmol) was diluted in dry DMF (0.5 mL) and cooled to 0° C. A solution of (5-bromo-2-furanyl)methanol (120 mg, 0.68 mmol) was added, and the mixture was stirred for 5 minutes. Ethyl iodide (117 mg, 0.75 mmol) was added, and the mixture was stirred at it overnight. The reaction mixtures were quenched by the careful addition of water, then extracted with diethyl ether. The combined organics were dried and concentrated. The residue was purified by flash chromatography, eluting with 10% EtOAc/hexanes. The desired fractions were combined and concentrated to afford the title compound. the mixture was stirred at it overnight The reaction mixtures were quenched by the careful addition of water extracted with diethyl ether The combined organics were dried concentrated The residue was purified by flash chromatography eluting with 10% EtOAc/hexanes concentrated
Source ID: ord-8549bd640e984336ab3297e886e98be6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sodium hydride (95%, 28 mg, 1.12 mmol) was diluted in dry DMF (1 mL) and cooled to 0° C. (5-bromo-2-furanyl)methanol (177 mg, 1 mmol) in DMF (2 mL) was added, and the mixture was stirred for 5 minutes. Methyl iodide (0.07 mL, 1.12 mmol) was added, and the mixture was stirred at room temperature overnight. The reaction mixture was quenched by the careful addition of water, then extracted with ethyl acetate (20 mL), followed by dichloromethane (20 mL). The combined organics were dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography, eluting with EtOAc/hexanes. The desired fractions were combined and concentrated, giving 40 mg (21%) of the title compound. was added the mixture was stirred at room temperature overnight The reaction mixture was quenched by the careful addition of water extracted with ethyl acetate (20 mL) The combined organics were dried over sodium sulfate filtered concentrated The residue was purified by flash chromatography eluting with EtOAc/hexanes concentrated
Source ID: ord-5c79374909d44d8a85d8d3e22b035871Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of (5-bromo-2-furanyl)methanol (Example 310A) (144 mmol) in dry carbon tetrachloride (30 mL) was added triphenylphosphine (6.0 g, 228 mmol) at rt. The reaction is heated at 75° C. for 1 h. Concentration and purification by radial chromatography (0-10% EtOAc-hexanes gradient) afforded the title compound with contamination of triphenylphosphine. The product is used without further purification. Concentration and purification by radial chromatography (0-10% EtOAc-hexanes gradient)
Source ID: ord-ed26cac8f47d4473ae40e3f4708e23b8Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of (5-bromo-2-furanyl)methanol (Example 310A) (144 mmol) in dry carbon tetrachloride (30 mL) was added triphenylphosphine (6.0 g, 228 mmol) at rt. The reaction is heated at 75° C. for 1 h. Concentration and purification by radial chromatography (0-10% EtOAc-hexanes gradient) afforded the title compound with contamination of triphenylphosphine. The product is used without further purification. Concentration and purification by radial chromatography (0-10% EtOAc-hexanes gradient)
Source ID: ord-ed26cac8f47d4473ae40e3f4708e23b8Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sodium hydride (95%, 19 mg, 0.75 mmol) was diluted in dry DMF (0.5 mL) and cooled to 0° C. A solution of (5-bromo-2-furanyl)methanol (120 mg, 0.68 mmol) was added, and the mixture was stirred for 5 minutes. Ethyl iodide (117 mg, 0.75 mmol) was added, and the mixture was stirred at rt overnight. The reaction mixtures were quenched by the careful addition of water, then extracted with diethyl ether. The combined organics were dried and concentrated. The residue was purified by flash chromatography, eluting with 10% EtOAc/hexanes. The desired fractions were combined and concentrated to afford the title compound. the mixture was stirred at rt overnight The reaction mixtures were quenched by the careful addition of water extracted with diethyl ether The combined organics were dried concentrated The residue was purified by flash chromatography eluting with 10% EtOAc/hexanes concentrated
Source ID: ord-f7df9f7d135a4c298f9e3806d15e1e6aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sodium hydride (95%, 28 mg, 1.12 mmol) was diluted in dry DMF (1 mL) and cooled to 0° C. (5-bromo-2-furanyl)methanol (177 mg, 1 mmol) in DMF (2 mL) was added, and the mixture was stirred for 5 minutes. Methyl iodide (0.07 mL, 1.12 mmol) was added, and the mixture was stirred at room temperature overnight. The reaction mixture was quenched by the careful addition of water, then extracted with ethyl acetate (20 mL), followed by dichloromethane (20 mL). The combined organics were dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography, eluting with EtOAc/hexanes. The desired fractions were combined and concentrated, giving 40 mg (21%) of the title compound. was added the mixture was stirred at room temperature overnight The reaction mixture was quenched by the careful addition of water extracted with ethyl acetate (20 mL) The combined organics were dried over sodium sulfate filtered concentrated The residue was purified by flash chromatography eluting with EtOAc/hexanes concentrated
Source ID: ord-d91206e437e94c6d96f3bcbc9150a1bdConditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sodium hydride (95%, 19 mg, 0.75 mmol) was diluted in dry DMF (0.5 mL) and cooled to 0° C. A solution of (5-bromo-2-furanyl)methanol (120 mg, 0.68 mmol) was added, and the mixture was stirred for 5 minutes. Ethyl iodide (117 mg, 0.75 mmol) was added, and the mixture was stirred at it overnight. The reaction mixtures were quenched by the careful addition of water, then extracted with diethyl ether. The combined organics were dried and concentrated. The residue was purified by flash chromatography, eluting with 10% EtOAc/hexanes. The desired fractions were combined and concentrated to afford the title compound. the mixture was stirred at it overnight The reaction mixtures were quenched by the careful addition of water extracted with diethyl ether The combined organics were dried concentrated The residue was purified by flash chromatography eluting with 10% EtOAc/hexanes concentrated
Source ID: ord-8549bd640e984336ab3297e886e98be6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sodium hydride (95%, 28 mg, 1.12 mmol) was diluted in dry DMF (1 mL) and cooled to 0° C. (5-bromo-2-furanyl)methanol (177 mg, 1 mmol) in DMF (2 mL) was added, and the mixture was stirred for 5 minutes. Methyl iodide (0.07 mL, 1.12 mmol) was added, and the mixture was stirred at room temperature overnight. The reaction mixture was quenched by the careful addition of water, then extracted with ethyl acetate (20 mL), followed by dichloromethane (20 mL). The combined organics were dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography, eluting with EtOAc/hexanes. The desired fractions were combined and concentrated, giving 40 mg (21%) of the title compound. was added the mixture was stirred at room temperature overnight The reaction mixture was quenched by the careful addition of water extracted with ethyl acetate (20 mL) The combined organics were dried over sodium sulfate filtered concentrated The residue was purified by flash chromatography eluting with EtOAc/hexanes concentrated
Source ID: ord-5c79374909d44d8a85d8d3e22b035871Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-cb5a746f3c154353b3c98e5985118290PubChem References
These sources are listed in the compound's public database record.
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