Reaction #4140728
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b6e938a5223d40c5b9ebe9328e3f30d9No renderable structure data available
CCCCC(=O)C1=CC=CO1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-(furan-2-yl)pentan-1-one |
|---|---|
| IUPAC Name | — |
| CAS Number | 3194-17-0 |
| Database ID | 231325 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-(furan-2-yl)pentan-1-one (CAS 3194-17-0) 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 231325
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-b6e938a5223d40c5b9ebe9328e3f30d9Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b6e938a5223d40c5b9ebe9328e3f30d9Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b6e938a5223d40c5b9ebe9328e3f30d9Conditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.4 mmol (10.4 mL) of diborane (1M solution in THF) was added dropwise in a period of 10 m at room temperature to a solution of 2-valeryl furan (2.62 g, 17.2 mmol) and 1.68 mmol (4.2 mL) of (3aR)-1,3,3-triphenyl pyrrolidino [1,2-c) [1,3,2) oxazaborole (see E. J. Corey et al. J. Am. Chem. Soc. 1987, 109, 7925-26, 0.4M solution in THF) in 25 mL THF. The reaction mixture was stirred for 20 m and was cooled to 10° C. 6 mL methanol was cautiously added and followed by adding 62 mg HCl (by weight) in ether. Stirred for 0.5 h, white solid was precipitated out. The cloudy mixture was poured into 100 mL ether and 100 mL water. The organic layer was separated, washed with saturated sodium bicarbonate, water, brine, dried and filtered. The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10% ethyl acetate in hexane to obtain 70% of the product. [α]25D =-13°, 60% ee by Mosher' ester analysis. Stirred for 0.5 h white solid was precipitated out The cloudy mixture was poured into 100 mL ether and 100 mL water The organic layer was separated washed with saturated sodium bicarbonate, water, brine dried filtered The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10% ethyl acetate in hexane
Source ID: ord-01890c05ea8547379b1ca5061b5f3a4dConditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.4 mmol (10.4 mL) of diborane (1M solution in THF) was added dropwise in a period of 10 m at room temperature to a solution of 2-valeryl furan (2.62 g, 17.2 mmol) and 1.68 mmol (4.2 mL) of (3aR)-1,3,3-triphenyl pyrrolidino [1,2-c) [1,3,2) oxazaborole (see E. J. Corey et al. J. Am. Chem. Soc. 1987, 109, 7925-26, 0.4M solution in THF) in 25 mL THF. The reaction mixture was stirred for 20 m and was cooled to 10° C. 6 mL methanol was cautiously added and followed by adding 62 mg HCl (by weight) in ether. Stirred for 0.5 h, white solid was precipitated out. The cloudy mixture was poured into 100 mL ether and 100 mL water. The organic layer was separated, washed with saturated sodium bicarbonate, water, brine, dried and filtered. The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10% ethyl acetate in hexane to obtain 70% of the product. [α]25D =-13°, 60% ee by Mosher' ester analysis. Stirred for 0.5 h white solid was precipitated out The cloudy mixture was poured into 100 mL ether and 100 mL water The organic layer was separated washed with saturated sodium bicarbonate, water, brine dried filtered The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10% ethyl acetate in hexane
Source ID: ord-01890c05ea8547379b1ca5061b5f3a4dConditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.4 mmol (10.4 mL) of diborane (1M solution in THF) was added dropwise in a period of 10 m at room temperature to a solution of 2-valeryl furan (2.62 g, 17.2 mmol) and 1.68 mmol (4.2 mL) of (3aR)-1,3,3-triphenyl pyrrolidino [1,2-c) [1,3,2) oxazaborole (see E. J. Corey et al. J. Am. Chem. Soc. 1987, 109, 7925-26, 0.4M solution in THF) in 25 mL THF. The reaction mixture was stirred for 20 m and was cooled to 10° C. 6 mL methanol was cautiously added and followed by adding 62 mg HCl (by weight) in ether. Stirred for 0.5 h, white solid was precipitated out. The cloudy mixture was poured into 100 mL ether and 100 mL water. The organic layer was separated, washed with saturated sodium bicarbonate, water, brine, dried and filtered. The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10% ethyl acetate in hexane to obtain 70% of the product. [α]25D =-13°, 60% ee by Mosher' ester analysis. Stirred for 0.5 h white solid was precipitated out The cloudy mixture was poured into 100 mL ether and 100 mL water The organic layer was separated washed with saturated sodium bicarbonate, water, brine dried filtered The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10% ethyl acetate in hexane
Source ID: ord-01890c05ea8547379b1ca5061b5f3a4dConditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.4 mmol (10.4 mL) of diborane (1 M solution in THF) was added dropwise in a period of 10 m at room temperature to a solution of 2-valeryl furan (2.62 g, 17.2 mmol) and 1.68 mmol (4.2 mL) of (3aR)-1,3,3-triphenyl pyrrolidino [1,2-c] [1,3,2] oxazaborole (see E. J. Corey et al. J. Am. Chem. Soc. 1987, 109, 7925-26, 0.4M solution in THF) in 25 mL THF. The reaction mixture was stirred for 20 m and was cooled to 10° C. 6 mL methanol was cautiously added and followed by adding 62 mg HCl (by weight) in ether. Stirred for 0.5 h, white solid was precipitated out. The cloudy mixture was poured into 100 mL ether and 100 mL water. The organic layer was separated, washed with saturated sodium bicarbonate, water, brine, dried and filtered. The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10 % ethyl acetate in hexane to obtain 70% of the product. [α]25D =-13°, 60% ee by Mosher' ester analysis. Stirred for 0.5 h white solid was precipitated out The cloudy mixture was poured into 100 mL ether and 100 mL water The organic layer was separated washed with saturated sodium bicarbonate, water, brine dried filtered The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10 % ethyl acetate in hexane
Source ID: ord-c3362f70087947e9a7caa72bda54863bConditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.4 mmol (10.4 mL) of diborane (1 M solution in THF) was added dropwise in a period of 10 m at room temperature to a solution of 2-valeryl furan (2.62 g, 17.2 mmol) and 1.68 mmol (4.2 mL) of (3aR)-1,3,3-triphenyl pyrrolidino [1,2-c] [1,3,2] oxazaborole (see E. J. Corey et al. J. Am. Chem. Soc. 1987, 109, 7925-26, 0.4M solution in THF) in 25 mL THF. The reaction mixture was stirred for 20 m and was cooled to 10° C. 6 mL methanol was cautiously added and followed by adding 62 mg HCl (by weight) in ether. Stirred for 0.5 h, white solid was precipitated out. The cloudy mixture was poured into 100 mL ether and 100 mL water. The organic layer was separated, washed with saturated sodium bicarbonate, water, brine, dried and filtered. The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10 % ethyl acetate in hexane to obtain 70% of the product. [α]25D =-13°, 60% ee by Mosher' ester analysis. Stirred for 0.5 h white solid was precipitated out The cloudy mixture was poured into 100 mL ether and 100 mL water The organic layer was separated washed with saturated sodium bicarbonate, water, brine dried filtered The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10 % ethyl acetate in hexane
Source ID: ord-c3362f70087947e9a7caa72bda54863bConditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.4 mmol (10.4 mL) of diborane (1M solution in THF) was added dropwise in a period of 10 m at room temperature to a solution of 2-valeryl furan (2.62 g, 17.2 mmol) and 1.68 mmol (4.2 mL) of (3aR)-1,3,3-triphenyl pyrrolidino [1,2-c) [1,3,2) oxazaborole (see E. J. Corey et al. J. Am. Chem. Soc. 1987, 109, 7925-26, 0.4M solution in THF) in 25 mL THF. The reaction mixture was stirred for 20 m and was cooled to 10° C. 6 mL methanol was cautiously added and followed by adding 62 mg HCl (by weight) in ether. Stirred for 0.5 h, white solid was precipitated out. The cloudy mixture was poured into 100 mL ether and 100 mL water. The organic layer was separated, washed with saturated sodium bicarbonate, water, brine, dried and filtered. The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10% ethyl acetate in hexane to obtain 70% of the product. [α]25D =-13°, 60% ee by Mosher' ester analysis. Stirred for 0.5 h white solid was precipitated out The cloudy mixture was poured into 100 mL ether and 100 mL water The organic layer was separated washed with saturated sodium bicarbonate, water, brine dried filtered The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10% ethyl acetate in hexane
Source ID: ord-01890c05ea8547379b1ca5061b5f3a4dConditions: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.4 mmol (10.4 mL) of diborane (1 M solution in THF) was added dropwise in a period of 10 m at room temperature to a solution of 2-valeryl furan (2.62 g, 17.2 mmol) and 1.68 mmol (4.2 mL) of (3aR)-1,3,3-triphenyl pyrrolidino [1,2-c] [1,3,2] oxazaborole (see E. J. Corey et al. J. Am. Chem. Soc. 1987, 109, 7925-26, 0.4M solution in THF) in 25 mL THF. The reaction mixture was stirred for 20 m and was cooled to 10° C. 6 mL methanol was cautiously added and followed by adding 62 mg HCl (by weight) in ether. Stirred for 0.5 h, white solid was precipitated out. The cloudy mixture was poured into 100 mL ether and 100 mL water. The organic layer was separated, washed with saturated sodium bicarbonate, water, brine, dried and filtered. The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10 % ethyl acetate in hexane to obtain 70% of the product. [α]25D =-13°, 60% ee by Mosher' ester analysis. Stirred for 0.5 h white solid was precipitated out The cloudy mixture was poured into 100 mL ether and 100 mL water The organic layer was separated washed with saturated sodium bicarbonate, water, brine dried filtered The filtrate was evaporated to an yellowish oil which was chromatographed eluting with 10 % ethyl acetate in hexane
Source ID: ord-c3362f70087947e9a7caa72bda54863bPubChem References
These sources are listed in the compound's public database record.
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