No renderable structure data available
CCCN(CCO)C(=O)OC(C)(C)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | tert-butyl N-(2-hydroxyethyl)-N-propylcarbamate |
|---|---|
| IUPAC Name | — |
| CAS Number | 152192-96-6 |
| Database ID | 14925143 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
tert-butyl N-(2-hydroxyethyl)-N-propylcarbamate (CAS 152192-96-6) 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 14925143
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-5f96d46daf1148ba9af108d7dfdf70ccConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b43ec504a9a84c1691ff2753ea679833Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 6-chloro-2-methyl-3-nitro-pyridine (1 g, 5.79 mmol), (2-hydroxyethyl)-propyl-carbamic acid tert-butyl ester (1.18 g, 5.79 mmol) and lithium hydride (0.05 g, 6.37 mmol) in toluene (5 ml) was stirred at 90° C. for 4 h. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with heptane/ethyl acetate (10:0; 8:2; 0:10) as eluent to provide 1.38 g (70.2%) of the product. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with heptane/ethyl acetate (10:0; 8:2; 0:10) as eluent
Source ID: ord-829d15ee53bc44dda6cc3e177fe664edConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of (2-hydroxy-ethyl)-propyl-carbamic acid tert-butyl ester (1.07 g, 5.28 mmol) in THF (40 ml) at 0° C. was added NaH (0.25 g, 5.80 mmol). After stirring the suspension at 0° C. for 30 minutes a solution of 2-chloro-4-methoxy-5-nitropyrimidine (1 g, 5.28 mmol) in THF (10 ml) was added and the mixture was stirred at room temperature for 16 h. The mixture was added to water, which was extracted three times with dichloromethane. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to obtain the title compound. was added was extracted three times with dichloromethane The combined organic layers were dried over MgSO4 filtered concentrated under reduced pressure
Source ID: ord-655a99571ab9415eb30d5c8a6b6fe233Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 6-bromo-2-methoxy-3-nitropyridine (5 g, 21.46 mmol), (2-hydroxy-ethyl)-propyl-carbamic acid tert-butyl ester (4.36 g, 21.46 mmol) and K2CO3 (2.97 g, 21.46 mmol) in dimethylformamide (DMF) (60 ml) was stirred at room temperature for 24 h and at 40° C. for 4 h. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with dichloromethane/methanol (10:0; 9:1; 7:3; 0:10) as eluent to provide 2.81 g (36.9%) of the product. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with dichloromethane/methanol (10:0; 9:1; 7:3; 0:10) as eluent
Source ID: ord-f7cc1c85bdfd4923899b1fbf4db2e0d3Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 6-chloro-2-methyl-3-nitro-pyridine (1 g, 5.79 mmol), (2-hydroxyethyl)-propyl-carbamic acid tert-butyl ester (1.18 g, 5.79 mmol) and lithium hydride (0.05 g, 6.37 mmol) in toluene (5 ml) was stirred at 90° C. for 4 h. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with heptane/ethyl acetate (10:0; 8:2; 0:10) as eluent to provide 1.38 g (70.2%) of the product. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with heptane/ethyl acetate (10:0; 8:2; 0:10) as eluent
Source ID: ord-829d15ee53bc44dda6cc3e177fe664edConditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 6-chloro-2-methyl-3-nitro-pyridine (1 g, 5.79 mmol), (2-hydroxyethyl)-propyl-carbamic acid tert-butyl ester (1.18 g, 5.79 mmol) and lithium hydride (0.05 g, 6.37 mmol) in toluene (5 ml) was stirred at 90° C. for 4 h. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with heptane/ethyl acetate (10:0; 8:2; 0:10) as eluent to provide 1.38 g (70.2%) of the product. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with heptane/ethyl acetate (10:0; 8:2; 0:10) as eluent
Source ID: ord-829d15ee53bc44dda6cc3e177fe664edConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of (2-hydroxy-ethyl)-propyl-carbamic acid tert-butyl ester (1.07 g, 5.28 mmol) in THF (40 ml) at 0° C. was added NaH (0.25 g, 5.80 mmol). After stirring the suspension at 0° C. for 30 minutes a solution of 2-chloro-4-methoxy-5-nitropyrimidine (1 g, 5.28 mmol) in THF (10 ml) was added and the mixture was stirred at room temperature for 16 h. The mixture was added to water, which was extracted three times with dichloromethane. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to obtain the title compound. was added was extracted three times with dichloromethane The combined organic layers were dried over MgSO4 filtered concentrated under reduced pressure
Source ID: ord-655a99571ab9415eb30d5c8a6b6fe233Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of (2-hydroxy-ethyl)-propyl-carbamic acid tert-butyl ester (1.07 g, 5.28 mmol) in THF (40 ml) at 0° C. was added NaH (0.25 g, 5.80 mmol). After stirring the suspension at 0° C. for 30 minutes a solution of 2-chloro-4-methoxy-5-nitropyrimidine (1 g, 5.28 mmol) in THF (10 ml) was added and the mixture was stirred at room temperature for 16 h. The mixture was added to water, which was extracted three times with dichloromethane. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to obtain the title compound. was added was extracted three times with dichloromethane The combined organic layers were dried over MgSO4 filtered concentrated under reduced pressure
Source ID: ord-655a99571ab9415eb30d5c8a6b6fe233Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 6-bromo-2-methoxy-3-nitropyridine (5 g, 21.46 mmol), (2-hydroxy-ethyl)-propyl-carbamic acid tert-butyl ester (4.36 g, 21.46 mmol) and K2CO3 (2.97 g, 21.46 mmol) in dimethylformamide (DMF) (60 ml) was stirred at room temperature for 24 h and at 40° C. for 4 h. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with dichloromethane/methanol (10:0; 9:1; 7:3; 0:10) as eluent to provide 2.81 g (36.9%) of the product. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with dichloromethane/methanol (10:0; 9:1; 7:3; 0:10) as eluent
Source ID: ord-f7cc1c85bdfd4923899b1fbf4db2e0d3Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 6-bromo-2-methoxy-3-nitropyridine (5 g, 21.46 mmol), (2-hydroxy-ethyl)-propyl-carbamic acid tert-butyl ester (4.36 g, 21.46 mmol) and K2CO3 (2.97 g, 21.46 mmol) in dimethylformamide (DMF) (60 ml) was stirred at room temperature for 24 h and at 40° C. for 4 h. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with dichloromethane/methanol (10:0; 9:1; 7:3; 0:10) as eluent to provide 2.81 g (36.9%) of the product. After evaporation of the solvent under reduced pressure the residue was purified by silica gel chromatography with dichloromethane/methanol (10:0; 9:1; 7:3; 0:10) as eluent
Source ID: ord-f7cc1c85bdfd4923899b1fbf4db2e0d3Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5f96d46daf1148ba9af108d7dfdf70ccPubChem References
These sources are listed in the compound's public database record.
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.