No renderable structure data available
CC(=O)CC(=O)OCC1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | benzyl 3-oxobutanoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 5396-89-4 |
| Database ID | 142266 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
benzyl 3-oxobutanoate (CAS 5396-89-4) 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 142266
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-a995b6c7bed84ac482951dc599793c9fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5d833f6763234da69cb60f1a42552e83Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2bc3f15f3d88413688b16a494cc070c6Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1ca94377128741fa82842ff55f146a30Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-3fe841c9cf4844c19b65d4c7ffbf05ffConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a three necked one liter flask, fitted with a thermometer, a dropping funnel and a magnetic stirrer were placed 173 g. (0.9 mole) of benzyl acetoacetate [The benzyl acetoacetate was prepared as described by Baker et al., J. Org. Chem. 17, 91 (1952)] and 130 ml. of glacial acetic acid. The contents were cooled in an ice-salt bath and a solution of 69 g. (1 mole) of sodium nitrite in 130 ml. of water was added over a period of half an hour; the temperature was kept at 0° to 10° C. After the reaction mixture was stirred for one hour at room temperature, 400 ml. of water was added and the stirring was continued for an additional two hours. The reaction mixture was extracted three times with 200 ml. portions of diethyl ether. The diethyl ether extracts were combined, washed once with water, three times with saturated sodium bicarbonate solution and once with brine. After drying over anhydrous sodium sulfate, the diethyl ether solution was evaporated leaving 16 as a clear oil which solidified upon trituration with petroleum ether (30°-60°) to give 186.5 g. (93.2%) of white solid. Its NMR spectrum was consistent with the assigned structure. Generally the product was used as such in subsequent reaction but it can be recrystallized from toluene, m.p. 81°-82° C. ##STR143## In a three necked one liter flask, fitted with a thermometer, a dropping funnel and a magnetic stirrer The contents were cooled in an ice-salt bath was kept at 0° to 10° C the stirring was continued for an additional two hours The reaction mixture was extracted three times with 200 ml washed once with water, three times with saturated sodium bicarbonate solution and once with brine After drying over anhydrous sodium sulfate the diethyl ether solution was evaporated
Source ID: ord-d6843f9fba6d4e56b61e0189a5e13a62Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a three necked one liter flask fitted with a thermometer, a dropping funnel and a magnetic stirrer were placed 173 g. (0.9 mole) of benzyl acetoacetate [The benzyl acetoacetate was prepared as described by Baker et al., J. Org. Chem. 17, 91 (1952)] and 130 ml. of glacial acetic acid. The contents were cooled in an ice bath and a solution of 69 g. (1 mole) of sodium nitrite in 130 ml. of water was added over a period of half an hour; the temperature was kept at 0° to 10° C. After the reaction mixture was stirred for one hour at room temperature, 400 ml. of water was added and the stirring was continued for an additional two hours. The reaction mixture was extracted three times with 200 ml. portions of diethyl ether. The diethyl ether extracts were combined, washed once with water, three times with saturated sodium bicarbonate solution and once with brine. After drying over anhydrous sodium sulfate, the diethyl ether solution was evaporated leaving [1.1] as a clear oil which solidified upon trituration with petroleum ether (30°-60°) to give 186.5 g. (93.2%) of white solid. Its NMR spectrum was consistent with the assigned structure. Generally the product was used as such in subsequent reaction but it can be recrystallized from toluene, m.p. 81°-82° C. In a three necked one liter flask fitted with a thermometer, a dropping funnel and a magnetic stirrer The contents were cooled in an ice bath was kept at 0° to 10° C the stirring was continued for an additional two hours The reaction mixture was extracted three times with 200 ml washed once with water, three times with saturated sodium bicarbonate solution and once with brine After drying over anhydrous sodium sulfate the diethyl ether solution was evaporated
Source ID: ord-b97e08f642aa4f968ac24edd722fd5b7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a three necked one liter flask fitted with a thermometer, a dropping funnel and a magnetic stirrer were placed 173 g. (0.9 mole) of benzyl acetoacetate [The benzyl acetoacetate was prepared as described by Baker et al., J. Org. Chem. 17, 91 (1952)] and 130 ml. of glacial acetic acid. The contents were cooled in an ice bath and a solution of 69 g. (1 mole) of sodium nitrite in 130 ml. of water was added over a period of half an hour; the temperature was kept at 0° C. to 10° C. After the reaction mixture was stirred for one hour at room temperature, 400 ml. of water was added and the stirring was continued for an additional two hours. The reaction mixture was extracted three times with 200 ml. portions of diethyl ether. The diethyl ether extracts were combined, washed once with water, three times with saturated sodium bicarbonate solution and once with brine. After drying over anhydrous sodium sulfate, the diethyl ether solution was evaporated leaving [1.1] as a clear oil which solidified upon trituration with petroleum ether (30°-60°) to give 186.5 g. (93.2%) of white solid. Its NMR spectrum was consistent with the assigned structure. Generally the product was used as such in subsequent reaction but it can be recrystallized from toluene, m.p. 81°-82° C. In a three necked one liter flask fitted with a thermometer, a dropping funnel and a magnetic stirrer The contents were cooled in an ice bath was kept at 0° C. to 10° C the stirring was continued for an additional two hours The reaction mixture was extracted three times with 200 ml washed once with water, three times with saturated sodium bicarbonate solution and once with brine After drying over anhydrous sodium sulfate the diethyl ether solution was evaporated
Source ID: ord-e1766d3e6a7d418ba952c59e49363d20Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a995b6c7bed84ac482951dc599793c9fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5d833f6763234da69cb60f1a42552e83Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2bc3f15f3d88413688b16a494cc070c6Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2bc3f15f3d88413688b16a494cc070c6PubChem References
These sources are listed in the compound's public database record.
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