Reaction #3838181
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0a6f13b4658a48078b2f77a6bdc78114No renderable structure data available
O=C1C2C=CC=CC=2CC1C(=O)OCChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | Methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate |
|---|---|
| IUPAC Name | — |
| CAS Number | 22955-77-7 |
| Database ID | 312866 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
Methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate (CAS 22955-77-7) 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 312866
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
11 reactions · 11 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0a6f13b4658a48078b2f77a6bdc78114Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction is carried out according to J. Med. Chem., 1970, 650. A suspension of 6.75 g of sodium hydride at 80% in oil and 45 g of methyl carbonate in 120 ml of benzene are mixed together. 11.9 g of 1-indanone dissolved in 100 ml of benzene are added, at 60° C., over 1 and a half hours and the mixture is then refluxed. After 1 hour, the benzene is distilled off. Xylene is added and the mixture is again refluxed. After 1 hour, it is cooled, 30 ml of AcOH are added and the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl. The insoluble material is removed by filtration and the filtrate is extracted with Et2O. The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution and then dried over Na2SO4. The product is chromatographed on silica, eluting with EtOAc/hexane (1.3; v/v) in order to obtain 3.05 g of the expected compound, are mixed together are added, at 60° C., over 1 and a half hours the mixture is then refluxed the benzene is distilled off Xylene is added the mixture is again refluxed After 1 hour it is cooled 30 ml of AcOH are added the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl The insoluble material is removed by filtration the filtrate is extracted with Et2O The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution dried over Na2SO4 The product is chromatographed on silica eluting with EtOAc/hexane (1.3; v/v) in order
Source ID: ord-59534e51fe6f418294907eee98c2ef7bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction is carried out according to J. Med. Chem., 1970, 650. A suspension of 6.75 g of sodium hydride at 80% in oil and 45 g of methyl carbonate in 120 ml of benzene are mixed together. 11.9 g of 1-indanone dissolved in 100 ml of benzene are added, at 60° C., over 1 and a half hours and the mixture is then refluxed. After 1 hour, the benzene is distilled off. Xylene is added and the mixture is again refluxed. After 1 hour, it is cooled, 30 ml of AcOH are added and the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl. The insoluble material is removed by filtration and the filtrate is extracted with Et2O. The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution and then dried over Na2SO4. The product is chromatographed on silica, eluting with EtOAc/hexane (1.3; v/v) in order to obtain 3.05 g of the expected compound. are mixed together are added, at 60° C., over 1 and a half hours the mixture is then refluxed the benzene is distilled off Xylene is added the mixture is again refluxed After 1 hour it is cooled 30 ml of AcOH are added the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl The insoluble material is removed by filtration the filtrate is extracted with Et2O The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution dried over Na2SO4 The product is chromatographed on silica eluting with EtOAc/hexane (1.3; v/v) in order
Source ID: ord-22d056cf2ede49c79ca3a42c4755f5d7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction is carried out according to J. Med. Chem., 1970, 650. A suspension of 6.75 g of sodium hydride at 80% in oil and 45 g of methyl carbonate in 120 ml of benzene are mixed together. 11.9 g of 1-indanone dissolved in 100 ml of benzene are added, at 60° C., over 1 and a half hours and the mixture is then refluxed. After 1 hour, the benzene is distilled off. Xylene is added and the mixture is again refluxed. After 1 hour, it is cooled, 30 ml of AcOH are added and the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl. The insoluble material is removed by filtration and the filtrate is extracted with Et2O. The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution and then dried over Na2SO4. The product is chromatographed on silica, eluting with EtOAc/hexane (1.3; v/v) in order to obtain 3.05 g of the expected compound. are mixed together are added, at 60° C., over 1 and a half hours the mixture is then refluxed the benzene is distilled off Xylene is added the mixture is again refluxed After 1 hour it is cooled 30 ml of AcOH are added the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl The insoluble material is removed by filtration the filtrate is extracted with Et2O The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution dried over Na2SO4 The product is chromatographed on silica eluting with EtOAc/hexane (1.3; v/v) in order
Source ID: ord-22d056cf2ede49c79ca3a42c4755f5d7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction is carried out according to J. Med. Chem., 1970, 650. A suspension of 6.75 g of sodium hydride at 80% in oil and 45 g of methyl carbonate in 120 ml of benzene are mixed together. 11.9 g of 1-indanone dissolved in 100 ml of benzene are added, at 60° C., over 1 and a half hours and the mixture is then refluxed. After 1 hour, the benzene is distilled off. Xylene is added and the mixture is again refluxed. After 1 hour, it is cooled, 30 ml of AcOH are added and the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl. The insoluble material is removed by filtration and the filtrate is extracted with Et2O. The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution and then dried over Na2SO4. The product is chromatographed on silica, eluting with EtOAc/hexane (1.3; v/v) in order to obtain 3.05 g of the expected compound, are mixed together are added, at 60° C., over 1 and a half hours the mixture is then refluxed the benzene is distilled off Xylene is added the mixture is again refluxed After 1 hour it is cooled 30 ml of AcOH are added the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl The insoluble material is removed by filtration the filtrate is extracted with Et2O The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution dried over Na2SO4 The product is chromatographed on silica eluting with EtOAc/hexane (1.3; v/v) in order
Source ID: ord-59534e51fe6f418294907eee98c2ef7bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction is carried out according to J. Med. Chem., 1970, 650. A suspension of 6.75 g of sodium hydride at 80% in oil and 45 g of methyl carbonate in 120 ml of benzene are mixed together. 11.9 g of 1-indanone dissolved in 100 ml of benzene are added, at 60° C., over 1 and a half hours and the mixture is then refluxed. After 1 hour, the benzene is distilled off. Xylene is added and the mixture is again refluxed. After 1 hour, it is cooled, 30 ml of AcOH are added and the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl. The insoluble material is removed by filtration and the filtrate is extracted with Et2O. The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution and then dried over Na2SO4. The product is chromatographed on silica, eluting with EtOAc/hexane (1.3; v/v) in order to obtain 3.05 g of the expected compound, are mixed together are added, at 60° C., over 1 and a half hours the mixture is then refluxed the benzene is distilled off Xylene is added the mixture is again refluxed After 1 hour it is cooled 30 ml of AcOH are added the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl The insoluble material is removed by filtration the filtrate is extracted with Et2O The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution dried over Na2SO4 The product is chromatographed on silica eluting with EtOAc/hexane (1.3; v/v) in order
Source ID: ord-59534e51fe6f418294907eee98c2ef7bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0a6f13b4658a48078b2f77a6bdc78114Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction is carried out according to J. Med. Chem., 1970, 650. A suspension of 6.75 g of sodium hydride at 80% in oil and 45 g of methyl carbonate in 120 ml of benzene are mixed together. 11.9 g of 1-indanone dissolved in 100 ml of benzene are added, at 60° C., over 1 and a half hours and the mixture is then refluxed. After 1 hour, the benzene is distilled off. Xylene is added and the mixture is again refluxed. After 1 hour, it is cooled, 30 ml of AcOH are added and the resulting mixture is poured onto 200 ml of a water/ ice mixture containing 30 ml of 1N HCl. The insoluble material is removed by filtration and the filtrate is extracted with Et2O. The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution and then dried over Na2SO4. The product is chromatographed on silica, eluting with EtOAc/hexane (1.3; v/v) in order to obtain 3.05 g of the expected compound. are mixed together are added, at 60° C., over 1 and a half hours the mixture is then refluxed the benzene is distilled off Xylene is added the mixture is again refluxed After 1 hour it is cooled 30 ml of AcOH are added the resulting mixture is poured onto 200 ml of a water/ ice mixture containing 30 ml of 1N HCl The insoluble material is removed by filtration the filtrate is extracted with Et2O The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution dried over Na2SO4 The product is chromatographed on silica eluting with EtOAc/hexane (1.3; v/v) in order
Source ID: ord-97596392208f41a28ffaf1d4fb2f0ef5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction is carried out according to J. Med. Chem., 1970, 650. A suspension of 6.75 g of sodium hydride at 80% in oil and 45 g of methyl carbonate in 120 ml of benzene are mixed together. 11.9 g of 1-indanone dissolved in 100 ml of benzene are added, at 60° C., over 1 and a half hours and the mixture is then refluxed. After 1 hour, the benzene is distilled off. Xylene is added and the mixture is again refluxed. After 1 hour, it is cooled, 30 ml of AcOH are added and the resulting mixture is poured onto 200 ml of a water/ ice mixture containing 30 ml of 1N HCl. The insoluble material is removed by filtration and the filtrate is extracted with Et2O. The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution and then dried over Na2SO4. The product is chromatographed on silica, eluting with EtOAc/hexane (1.3; v/v) in order to obtain 3.05 g of the expected compound. are mixed together are added, at 60° C., over 1 and a half hours the mixture is then refluxed the benzene is distilled off Xylene is added the mixture is again refluxed After 1 hour it is cooled 30 ml of AcOH are added the resulting mixture is poured onto 200 ml of a water/ ice mixture containing 30 ml of 1N HCl The insoluble material is removed by filtration the filtrate is extracted with Et2O The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution dried over Na2SO4 The product is chromatographed on silica eluting with EtOAc/hexane (1.3; v/v) in order
Source ID: ord-97596392208f41a28ffaf1d4fb2f0ef5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction is carried out according to J. Med. Chem., 1970, 650. A suspension of 6.75 g of sodium hydride at 80% in oil and 45 g of methyl carbonate in 120 ml of benzene are mixed together. 11.9 g of 1-indanone dissolved in 100 ml of benzene are added, at 60° C., over 1 and a half hours and the mixture is then refluxed. After 1 hour, the benzene is distilled off. Xylene is added and the mixture is again refluxed. After 1 hour, it is cooled, 30 ml of AcOH are added and the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl. The insoluble material is removed by filtration and the filtrate is extracted with Et2O. The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution and then dried over Na2SO4. The product is chromatographed on silica, eluting with EtOAc/hexane (1.3; v/v) in order to obtain 3.05 g of the expected compound. are mixed together are added, at 60° C., over 1 and a half hours the mixture is then refluxed the benzene is distilled off Xylene is added the mixture is again refluxed After 1 hour it is cooled 30 ml of AcOH are added the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl The insoluble material is removed by filtration the filtrate is extracted with Et2O The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution dried over Na2SO4 The product is chromatographed on silica eluting with EtOAc/hexane (1.3; v/v) in order
Source ID: ord-22d056cf2ede49c79ca3a42c4755f5d7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The reaction is carried out according to J. Med. Chem., 1970, 650. A suspension of 6.75 g of sodium hydride at 80% in oil and 45 g of methyl carbonate in 120 ml of benzene are mixed together. 11.9 g of 1-indanone dissolved in 100 ml of benzene are added, at 60° C., over 1 and a half hours and the mixture is then refluxed. After 1 hour, the benzene is distilled off. Xylene is added and the mixture is again refluxed. After 1 hour, it is cooled, 30 ml of AcOH are added and the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl. The insoluble material is removed by filtration and the filtrate is extracted with Et2O. The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution and then dried over Na2SO4. The product is chromatographed on silica, eluting with EtOAc/hexane (1.3; v/v) in order to obtain 3.05 g of the expected compound, are mixed together are added, at 60° C., over 1 and a half hours the mixture is then refluxed the benzene is distilled off Xylene is added the mixture is again refluxed After 1 hour it is cooled 30 ml of AcOH are added the resulting mixture is poured onto 200 ml of a water/ice mixture containing 30 ml of 1N HCl The insoluble material is removed by filtration the filtrate is extracted with Et2O The extracts are washed with water, with saturated NaHCO3 solution, with water, with saturated NaCl solution dried over Na2SO4 The product is chromatographed on silica eluting with EtOAc/hexane (1.3; v/v) in order
Source ID: ord-59534e51fe6f418294907eee98c2ef7bPubChem References
These sources are listed in the compound's public database record.
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