No renderable structure data available
CCOC(=O)C(=O)C1=CC=CO1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | ethyl 2-(furan-2-yl)-2-oxoacetate |
|---|---|
| IUPAC Name | — |
| CAS Number | 1639-37-8 |
| Database ID | 74230 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
ethyl 2-(furan-2-yl)-2-oxoacetate (CAS 1639-37-8) 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 74230
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-5e71c51dc11844dca1b0f309b4d2314dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 2-(furan-2-yl)-2-oxoacetate (15.5 g, 92.1 mmol) in ethanol (500 mL) and water (25 mL) at 0° C. was treated with sodium borohydride (1.74 g, 46.05 mmol). The mixture was stirred for 15 minutes, at which point acetic acid (10 mL) was slowly added. After the cessation of gas evolution, water (100 mL) was carefully added, and the reaction mixture was concentrated. The residue was dissolved in methylene chloride and washed with brine. The crude product was dried and concentrated to give ethyl 2-(furan-2-yl)-2-hydroxyacetate as a pale brown viscous oil (11.05 g, 71%) which was used without further purification. was slowly added the reaction mixture was concentrated The residue was dissolved in methylene chloride washed with brine The crude product was dried concentrated
Source ID: ord-2ce8e42a330b45c585caf3acaef195c9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 2-(furan-2-yl)-2-oxoacetate (15.5 g, 92.1 mmol) in ethanol (500 mL) and water (25 mL) at 0° C. was treated with sodium borohydride (1.74 g, 46.05 mmol). The mixture was stirred for 15 minutes, at which point acetic acid (10 mL) was slowly added. After the cessation of gas evolution, water (100 mL) was carefully added, and the reaction mixture was concentrated. The residue was dissolved in methylene chloride and washed with brine. The crude product was dried and concentrated to give ethyl 2-(furan-2-yl)-2-hydroxyacetate as a pale brown viscous oil (11.05 g, 71%) which was used without further purification. was slowly added the reaction mixture was concentrated The residue was dissolved in methylene chloride washed with brine The crude product was dried concentrated
Source ID: ord-2ce8e42a330b45c585caf3acaef195c9Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-(Furan-2-yl)-2-oxoacetic acid (15.0 g, 107 mmol) was dissolved in chloroform (420 mL) and treated with EtOH (165 mmol) and H2SO4 (1 mL). The reaction was heated to 65° C. overnight, at which point LC-MS indicated disappearance of starting material and product formation. The crude reaction was cooled and washed with sat. aq. NaHCO3 (3×100 mL) and brine (100 mL). The organics were concentrated to provide ethyl 2-(furan-2-yl)-2-oxoacetate (15.5 g, 64%) as a brown oil, which was used without further purification. The crude reaction was cooled washed with sat. aq. NaHCO3 (3×100 mL) and brine (100 mL) The organics were concentrated
Source ID: ord-eff0ec7040a4433999c4862567c12765Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-(Furan-2-yl)-2-oxoacetic acid (15.0 g, 107 mmol) was dissolved in chloroform (420 mL) and treated with EtOH (165 mmol) and H2SO4 (1 mL). The reaction was heated to 65° C. overnight, at which point LC-MS indicated disappearance of starting material and product formation. The crude reaction was cooled and washed with sat. aq. NaHCO3 (3×100 mL) and brine (100 mL). The organics were concentrated to provide ethyl 2-(furan-2-yl)-2-oxoacetate (15.5 g, 64%) as a brown oil, which was used without further purification. The crude reaction was cooled washed with sat. aq. NaHCO3 (3×100 mL) and brine (100 mL) The organics were concentrated
Source ID: ord-eff0ec7040a4433999c4862567c12765Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 2-(furan-2-yl)-2-oxoacetate (15.5 g, 92.1 mmol) in ethanol (500 mL) and water (25 mL) at 0° C. was treated with sodium borohydride (1.74 g, 46.05 mmol). The mixture was stirred for 15 minutes, at which point acetic acid (10 mL) was slowly added. After the cessation of gas evolution, water (100 mL) was carefully added, and the reaction mixture was concentrated. The residue was dissolved in methylene chloride and washed with brine. The crude product was dried and concentrated to give ethyl 2-(furan-2-yl)-2-hydroxyacetate as a pale brown viscous oil (11.05 g, 71%) which was used without further purification. was slowly added the reaction mixture was concentrated The residue was dissolved in methylene chloride washed with brine The crude product was dried concentrated
Source ID: ord-2ce8e42a330b45c585caf3acaef195c9Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-(Furan-2-yl)-2-oxoacetic acid (15.0 g, 107 mmol) was dissolved in chloroform (420 mL) and treated with EtOH (165 mmol) and H2SO4 (1 mL). The reaction was heated to 65° C. overnight, at which point LC-MS indicated disappearance of starting material and product formation. The crude reaction was cooled and washed with sat. aq. NaHCO3 (3×100 mL) and brine (100 mL). The organics were concentrated to provide ethyl 2-(furan-2-yl)-2-oxoacetate (15.5 g, 64%) as a brown oil, which was used without further purification. The crude reaction was cooled washed with sat. aq. NaHCO3 (3×100 mL) and brine (100 mL) The organics were concentrated
Source ID: ord-eff0ec7040a4433999c4862567c12765Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5e71c51dc11844dca1b0f309b4d2314dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of the product from step a.) (25 g, 135 mmol) in EtOH (250 ml) was cooled to 0° C. and treated with a solution of NaBH4 (2.5 g, 66 mmol) in H2O (27 ml) for 5 minutes. Next, the reaction mixture was quenched with AcOH (17 ml) and H2O (271 ml) and concentrated to dryness. The crude oil was dissolved in CH2Cl2 (300 ml), washed with brine (2×100 ml), dried (MgSO4) and concentrated providing 17.5 g (70%) of the above subtitle compound, which was carried forward without further purification. Next, the reaction mixture was quenched with AcOH (17 ml) and H2O (271 ml) concentrated to dryness The crude oil was dissolved in CH2Cl2 (300 ml) washed with brine (2×100 ml) dried (MgSO4) concentrated
Source ID: ord-8be1c5878a6f405eb4d8bbf1b8bbe68aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of the product from step a.) (25 g, 135 mmol) in EtOH (250 ml) was cooled to 0° C. and treated with a solution of NaBH4 (2.5 g, 66 mmol) in H2O (27 ml) for 5 minutes. Next, the reaction mixture was quenched with AcOH (17 ml) and H2O (271 ml) and concentrated to dryness. The crude oil was dissolved in CH2Cl2 (300 ml), washed with brine (2×100 ml), dried (MgSO4) and concentrated providing 17.5 g (70%) of the above subtitle compound, which was carried forward without further purification. Next, the reaction mixture was quenched with AcOH (17 ml) and H2O (271 ml) concentrated to dryness The crude oil was dissolved in CH2Cl2 (300 ml) washed with brine (2×100 ml) dried (MgSO4) concentrated
Source ID: ord-8be1c5878a6f405eb4d8bbf1b8bbe68aConditions: temp:63.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Furan-2-yl-oxo-acetic acid (15 g, 107 mmol), dissolved in CHCl3 (420 ml), was treated with EtOH (9.6 ml, 165 mmol) and H2SO4 (1 ml) and heated to 63° C. for 12 hours. Next, the reaction mixture was transferred to a separatory funnel and washed with sat. NaHCO3 (100 ml). The organic layer was washed with brine (100 ml), dried (MgSO4) and concentrated providing 16.9 g (66%) of the above subtitle compound, which was carried forward without further purification. Next, the reaction mixture was transferred to a separatory funnel washed with sat. NaHCO3 (100 ml) The organic layer was washed with brine (100 ml) dried (MgSO4) concentrated
Source ID: ord-9e491eb9b6714739bd53595f46e49a6dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 2-(furan-2-yl)-2-oxoacetate (15.5 g, 92.1 mmol) in ethanol (500 mL) and water (25 mL) at 0° C. was treated with sodium borohydride (1.74 g, 46.05 mmol). The mixture was stirred for 15 minutes, at which point acetic acid (10 mL) was slowly added. After the cessation of gas evolution, water (100 mL) was carefully added, and the reaction mixture was concentrated. The residue was dissolved in methylene chloride and washed with brine. The crude product was dried and concentrated to give ethyl 2-(furan-2-yl)-2-hydroxyacetate as a pale brown viscous oil (11.05 g, 71%) which was used without further purification. was slowly added the reaction mixture was concentrated The residue was dissolved in methylene chloride washed with brine The crude product was dried concentrated
Source ID: ord-60956f47bbe242219fbdd8e7eaa0f8a9PubChem References
These sources are listed in the compound's public database record.
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