No renderable structure data available
CCOC(=O)C1CC1C2=CC=C(C=C2)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | ethyl 2-(4-chlorophenyl)cyclopropane-1-carboxylate |
|---|---|
| IUPAC Name | — |
| CAS Number | 91393-54-3 |
| Database ID | 533756 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
ethyl 2-(4-chlorophenyl)cyclopropane-1-carboxylate (CAS 91393-54-3) 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 533756
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-84080400b9af45e4ab34ef6a758a9047Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 2-(4-chlorophenyl)-cyclopropanecarboxylate (0.210 g, 0.935 mmol) was placed in a 50 ml flask and dissolved in EtOH (5 ml). NaOMe in MeOH (25%, 0.808 g, 3.74 mmol) was added to the mixture. The mixture was heated for 17 hours under reflux and then concentrated. The residue was dissolved in MeOH (10 ml), and 1M solution of LiOH—H2O (3.74 ml, 3.74 mmol) was added. The methanol was removed under reduced pressure. The residue was diluted with water (10 ml) and washed with EtOAc (10 ml). The aqueous layer was acidified by 1N HCl (10 ml) to pH 1 and a solid precipitated out of solution. The mixture was extracted with EtOAc (3×10 ml) and the combined extracts were dried over MgSO4, filtered, and concentrated to provide 181 mg of the title compound as a solid (98%). The crude solid was used in the next step without further purification. The mixture was heated for 17 hours under reflux concentrated The residue was dissolved in MeOH (10 ml) The methanol was removed under reduced pressure The residue was diluted with water (10 ml) washed with EtOAc (10 ml) a solid precipitated out of solution The mixture was extracted with EtOAc (3×10 ml) the combined extracts were dried over MgSO4 filtered concentrated
Source ID: ord-258fd40c02994cd4a26a439d6b4f5b05Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 2-(4-chlorophenyl)-cyclopropanecarboxylate (0.210 g, 0.935 mmol) was placed in a 50 ml flask and dissolved in EtOH (5 ml). NaOMe in MeOH (25%, 0.808 g, 3.74 mmol) was added to the mixture. The mixture was heated for 17 hours under reflux and then concentrated. The residue was dissolved in MeOH (10 ml), and 1M solution of LiOH—H2O (3.74 ml, 3.74 mmol) was added. The methanol was removed under reduced pressure. The residue was diluted with water (10 ml) and washed with EtOAc (10 ml). The aqueous layer was acidified by 1N HCl (10 ml) to pH 1 and a solid precipitated out of solution. The mixture was extracted with EtOAc (3×10 ml) and the combined extracts were dried over MgSO4, filtered, and concentrated to provide 181 mg of the title compound as a solid (98%). The crude solid was used in the next step without further purification. The mixture was heated for 17 hours under reflux concentrated The residue was dissolved in MeOH (10 ml) The methanol was removed under reduced pressure The residue was diluted with water (10 ml) washed with EtOAc (10 ml) a solid precipitated out of solution The mixture was extracted with EtOAc (3×10 ml) the combined extracts were dried over MgSO4 filtered concentrated
Source ID: ord-258fd40c02994cd4a26a439d6b4f5b05Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of 4-chlorostyrene (1.20 ml, 10.0 mmol), Rh2(OAc)4 (0.221 g, 0.500 mmol), and toluene (20 ml) was added ethyl diazoacetate (1.09 ml, 10.50 mmol). Gas evolution was observed. The mixture was heated to 80° C. for 1 hour. The mixture was purified on silica gel (EtOAc in hexanes gradient) to provide 0.216 g of the title compound as an oil (9%). The mixture was purified on silica gel (EtOAc in hexanes gradient)
Source ID: ord-dc4f2ce49e6a467ca224206b540c2891Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 2-(4-chlorophenyl)-cyclopropanecarboxylate (0.210 g, 0.935 mmol) was placed in a 50 ml flask and dissolved in EtOH (5 ml). NaOMe in MeOH (25%, 0.808 g, 3.74 mmol) was added to the mixture. The mixture was heated for 17 hours under reflux and then concentrated. The residue was dissolved in MeOH (10 ml), and 1M solution of LiOH—H2O (3.74 ml, 3.74 mmol) was added. The methanol was removed under reduced pressure. The residue was diluted with water (10 ml) and washed with EtOAc (10 ml). The aqueous layer was acidified by 1N HCl (10 ml) to pH 1 and a solid precipitated out of solution. The mixture was extracted with EtOAc (3×10 ml) and the combined extracts were dried over MgSO4, filtered, and concentrated to provide 181 mg of the title compound as a solid (98%). The crude solid was used in the next step without further purification. The mixture was heated for 17 hours under reflux concentrated The residue was dissolved in MeOH (10 ml) The methanol was removed under reduced pressure The residue was diluted with water (10 ml) washed with EtOAc (10 ml) a solid precipitated out of solution The mixture was extracted with EtOAc (3×10 ml) the combined extracts were dried over MgSO4 filtered concentrated
Source ID: ord-efc7de1de7004c999d73fa20dfa238c2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 2-(4-chlorophenyl)-cyclopropanecarboxylate (0.210 g, 0.935 mmol) was placed in a 50 ml flask and dissolved in EtOH (5 ml). NaOMe in MeOH (25%, 0.808 g, 3.74 mmol) was added to the mixture. The mixture was heated for 17 hours under reflux and then concentrated. The residue was dissolved in MeOH (10 ml), and 1M solution of LiOH—H2O (3.74 ml, 3.74 mmol) was added. The methanol was removed under reduced pressure. The residue was diluted with water (10 ml) and washed with EtOAc (10 ml). The aqueous layer was acidified by 1N HCl (10 ml) to pH 1 and a solid precipitated out of solution. The mixture was extracted with EtOAc (3×10 ml) and the combined extracts were dried over MgSO4, filtered, and concentrated to provide 181 mg of the title compound as a solid (98%). The crude solid was used in the next step without further purification. The mixture was heated for 17 hours under reflux concentrated The residue was dissolved in MeOH (10 ml) The methanol was removed under reduced pressure The residue was diluted with water (10 ml) washed with EtOAc (10 ml) a solid precipitated out of solution The mixture was extracted with EtOAc (3×10 ml) the combined extracts were dried over MgSO4 filtered concentrated
Source ID: ord-efc7de1de7004c999d73fa20dfa238c2Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of 4-chlorostyrene (1.20 ml, 10.0 mmol), Rh2(OAc)4 (0.221 g, 0.500 mmol), and toluene (20 ml) was added ethyl diazoacetate (1.09 ml, 10.50 mmol). Gas evolution was observed. The mixture was heated to 80° C. for 1 hour. The mixture was purified on silica gel (EtOAc in hexanes gradient) to provide 0.216 g of the title compound as an oil (9%). The mixture was purified on silica gel (EtOAc in hexanes gradient)
Source ID: ord-d3ab894a072449f69d90d0ecc76fddfcConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 2-(4-chlorophenyl)-cyclopropanecarboxylate (0.210 g, 0.935 mmol) was placed in a 50 ml flask and dissolved in EtOH (5 ml). NaOMe in MeOH (25%, 0.808 g, 3.74 mmol) was added to the mixture. The mixture was heated for 17 hours under reflux and then concentrated. The residue was dissolved in MeOH (10 ml), and 1M solution of LiOH—H2O (3.74 ml, 3.74 mmol) was added. The methanol was removed under reduced pressure. The residue was diluted with water (10 ml) and washed with EtOAc (10 ml). The aqueous layer was acidified by 1N HCl (10 ml) to pH 1 and a solid precipitated out of solution. The mixture was extracted with EtOAc (3×10 ml) and the combined extracts were dried over MgSO4, filtered, and concentrated to provide 181 mg of the title compound as a solid (98%). The crude solid was used in the next step without further purification. The mixture was heated for 17 hours under reflux concentrated The residue was dissolved in MeOH (10 ml) The methanol was removed under reduced pressure The residue was diluted with water (10 ml) washed with EtOAc (10 ml) a solid precipitated out of solution The mixture was extracted with EtOAc (3×10 ml) the combined extracts were dried over MgSO4 filtered concentrated
Source ID: ord-55e4296ff73f41ac8944f762ddab1131Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of 4-chlorostyrene (1.20 ml, 10.0 mmol), Rh2(OAc)4 (0.221 g, 0.500 mmol), and toluene (20 ml) was added ethyl diazoacetate (1.09 ml, 10.50 mmol). Gas evolution was observed. The mixture was heated to 80° C. for 1 hour. The mixture was purified on silica gel (EtOAc in hexanes gradient) to provide 0.216 g of the title compound as an oil (9%). The mixture was purified on silica gel (EtOAc in hexanes gradient)
Source ID: ord-56e8a009fc404ad786e4a631758c2571Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of 4-chlorostyrene (1.20 ml, 10.0 mmol), Rh2(OAc)4 (0.221 g, 0.500 mmol), and toluene (20 ml) was added ethyl diazoacetate (1.09 ml, 10.50 mmol). Gas evolution was observed. The mixture was heated to 80° C. for 1 hour. The mixture was purified on silica gel (EtOAc in hexanes gradient) to provide 0.216 g of the title compound as an oil (9%). The mixture was purified on silica gel (EtOAc in hexanes gradient)
Source ID: ord-56e8a009fc404ad786e4a631758c2571Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-84080400b9af45e4ab34ef6a758a9047Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ethyl 2-(4-chlorophenyl)-cyclopropanecarboxylate (0.210 g, 0.935 mmol) was placed in a 50 ml flask and dissolved in EtOH (5 ml). NaOMe in MeOH (25%, 0.808 g, 3.74 mmol) was added to the mixture. The mixture was heated for 17 hours under reflux and then concentrated. The residue was dissolved in MeOH (10 ml), and 1M solution of LiOH—H2O (3.74 ml, 3.74 mmol) was added. The methanol was removed under reduced pressure. The residue was diluted with water (10 ml) and washed with EtOAc (10 ml). The aqueous layer was acidified by 1N HCl (10 ml) to pH 1 and a solid precipitated out of solution. The mixture was extracted with EtOAc (3×10 ml) and the combined extracts were dried over MgSO4, filtered, and concentrated to provide 181 mg of the title compound as a solid (98%). The crude solid was used in the next step without further purification. The mixture was heated for 17 hours under reflux concentrated The residue was dissolved in MeOH (10 ml) The methanol was removed under reduced pressure The residue was diluted with water (10 ml) washed with EtOAc (10 ml) a solid precipitated out of solution The mixture was extracted with EtOAc (3×10 ml) the combined extracts were dried over MgSO4 filtered concentrated
Source ID: ord-258fd40c02994cd4a26a439d6b4f5b05PubChem References
These sources are listed in the compound's public database record.
Related Products
12 related records
CAS 842119-90-8
CAS 61129-28-0
CAS 34702-96-0
CAS 2120938-29-4
CAS 4167-93-5
CAS 91329-60-1
CAS 1282994-87-9
CAS 2113052-22-3
CAS 943119-02-6
CAS 103753-78-2
CAS 1621-29-0
CAS 16205-72-4
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.