No renderable structure data available
COC1CCCC1=OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-methoxycyclopentan-1-one |
|---|---|
| IUPAC Name | — |
| CAS Number | 35394-09-3 |
| Database ID | 12476687 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-methoxycyclopentan-1-one (CAS 35394-09-3) 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 12476687
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
7 reactions · 7 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-7da3d6567c724015ba3f7bddbf31cd1fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After repetition of the above reaction, a solution of 2-methoxycyclopentanone (12.5 g) in tetrahydrofuran (10 ml) was added to a solution of 3-benzyloxy-5-fluorophenylmagnesium bromide [prepared by heating a mixture of 3-benzyloxy-5-fluorobromobenzene (31 g), magnesium powder (2.65 g) and tetrahydrofuran (20 ml) to 40° C. for 2 hours] and the mixture was stirred at ambient temperature for 2 hours. The mixture was evaporated and the residue was partitioned between diethyl ether and water. The organic layer was washed with water, dried (MgSO4) and evaporated. The residue was purified by column chromatography using a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent. There was thus obtained, as a mixture of diastereoisomers, 1-(3-benzyloxy-5-fluorophenyl)-2-methoxycyclopentanol (21.7 g, 62%), as an oil. After repetition of the above reaction prepared by heating The mixture was evaporated the residue was partitioned between diethyl ether and water The organic layer was washed with water dried (MgSO4) evaporated The residue was purified by column chromatography a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent
Source ID: ord-ff65bcf37386441492d57627b0ec2137Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-7da3d6567c724015ba3f7bddbf31cd1fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After repetition of the above reaction, a solution of 2-methoxycyclopentanone (12.5 g) in tetrahydrofuran (10 ml) was added to a solution of 3-benzyloxy-5-fluorophenylmagnesium bromide [prepared by heating a mixture of 3-benzyloxy-5-fluorobromobenzene (31 g), magnesium powder (2.65 g) and tetrahydrofuran (20 ml) to 40° C. for 2 hours] and the mixture was stirred at ambient temperature for 2 hours. The mixture was evaporated and the residue was partitioned between diethyl ether and rarer, The organic layer was washed with water, dried (MgSO4) and evaporated. The residue was purified by column chromatography using a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent. There was thus obtained, as a mixture of diastereoisomers, 1-(3-benzyloxy-5-fluorophenyl)-2-methoxycyclopentanol (21.7 g, 62%), as an oil. After repetition of the above reaction prepared by heating The mixture was evaporated the residue was partitioned between diethyl ether rarer, The organic layer was washed with water dried (MgSO4) evaporated The residue was purified by column chromatography a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent
Source ID: ord-947056a75ecb49f1bd189474b822fd4dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After repetition of the above reaction, a solution of 2-methoxycyclopentanone (12.5 g) in tetrahydrofuran (10 ml) was added to a solution of 3-benzyloxy-5-fluorophenylmagnesium bromide [prepared by heating a mixture of 3-benzyloxy-5-fluorobromobenzene (31 g), magnesium powder (2.65 g) and tetrahydrofuran (20 ml) to 40° C. for 2 hours] and the mixture was stirred at ambient temperature for 2 hours. The mixture was evaporated and the residue was partitioned between diethyl ether and rarer, The organic layer was washed with water, dried (MgSO4) and evaporated. The residue was purified by column chromatography using a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent. There was thus obtained, as a mixture of diastereoisomers, 1-(3-benzyloxy-5-fluorophenyl)-2-methoxycyclopentanol (21.7 g, 62%), as an oil. After repetition of the above reaction prepared by heating The mixture was evaporated the residue was partitioned between diethyl ether rarer, The organic layer was washed with water dried (MgSO4) evaporated The residue was purified by column chromatography a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent
Source ID: ord-947056a75ecb49f1bd189474b822fd4dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After repetition of the above reaction, a solution of 2-methoxycyclopentanone (12.5 g) in tetrahydrofuran (10 ml) was added to a solution of 3-benzyloxy-5-fluorophenylmagnesium bromide [prepared by heating a mixture of 3-benzyloxy-5-fluorobromobenzene (31 g), magnesium powder (2.65 g) and tetrahydrofuran (20 ml) to 40° C. for 2 hours] and the mixture was stirred at ambient temperature for 2 hours. The mixture was evaporated and the residue was partitioned between diethyl ether and water. The organic layer was washed with water, dried (MgSO4) and evaporated. The residue was purified by column chromatography using a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent. There was thus obtained, as a mixture of diastereoisomers, 1-(3-benzyloxy-5-fluorophenyl)-2-methoxycyclopentanol (21.7 g, 62%), as an oil. After repetition of the above reaction prepared by heating The mixture was evaporated the residue was partitioned between diethyl ether and water The organic layer was washed with water dried (MgSO4) evaporated The residue was purified by column chromatography a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent
Source ID: ord-cd1b08a65d0046f98fa9e81b293c8e7eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: After repetition of the above reaction, a solution of 2-methoxycyclopentanone (12.5 g) in tetrahydrofuran (10 ml) was added to a solution of 3-benzyloxy-5-fluorophenylmagnesium bromide [prepared by heating a mixture of 3-benzyloxy-5-fluorobromobenzene (31 g), magnesium powder (2.65 g) and tetrahydrofuran (20 ml) to 40° C. for 2 hours] and the mixture was stirred at ambient temperature for 2 hours. The mixture was evaporated and the residue was partitioned between diethyl ether and water. The organic layer was washed with water, dried (MgSO4) and evaporated. The residue was purified by column chromatography using a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent. There was thus obtained, as a mixture of diastereoisomers, 1-(3-benzyloxy-5-fluorophenyl)-2-methoxycyclopentanol (21.7 g, 62%), as an oil. After repetition of the above reaction prepared by heating The mixture was evaporated the residue was partitioned between diethyl ether and water The organic layer was washed with water dried (MgSO4) evaporated The residue was purified by column chromatography a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent
Source ID: ord-ff65bcf37386441492d57627b0ec2137PubChem References
These sources are listed in the compound's public database record.
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