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CC(CC(=O)OC)C=OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | methyl 3-methyl-4-oxobutanoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 65038-34-8 |
| Database ID | 11804788 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
methyl 3-methyl-4-oxobutanoate (CAS 65038-34-8) 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 11804788
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-240b37bb38c54260a5a0a206d442ad7bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c8ced7c2f5f5473db80acf2d7b5174b9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of methyl 3-methyl-4-oxo-butanoate (86.3 g), ethylene glycol (61.75 l g, 0.996 m), p-toluenesulfonic acid (1 g) and benzene (700 ml) is refluxed under nitrogen for 16 hr. The resulting mixture is allowed to cool to room temperature and treated with ether (300 ml). The organic phase is washed with 5% sodium bicarbonate solution (100 ml), dried (Na2SO4) and evaporated in vacuo to give methyl 4,4-ethylenedioxy-3-methylbutanoate as a crude product (63.2 g). This material is used directly in the next step. is refluxed under nitrogen for 16 hr The organic phase is washed with 5% sodium bicarbonate solution (100 ml) dried (Na2SO4) evaporated in vacuo
Source ID: ord-a33fd6e19fd54f87b28e349a7fcd51ceConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of methyl 3-methyl-4-nitrobutanoate (96 g, 0.596 m) in methanol (30 ml) is added dropwise to a solution of sodium methoxide (34.5 g, 0.638 m) in methanol (1 l) at room temperature under nitrogen. The resulting mixture is stirred for 1 hr., cooled to -78° C. and treated with one equivalent of ozone. The reaction mixture is then allowed to warm to room temperature and most of the solvent is removed in vacuo. The residue is filtered and the filtrate is treated with ether (500 ml). The organic phase is washed with water (3×200 ml), dried (Na2SO4) and the solvent is removed in vacuo to give the crude product, methyl 3-methyl-4-oxo-butanoate (86.3 g). This material is used directly in the next step. to warm to room temperature and most of the solvent is removed in vacuo The residue is filtered the filtrate is treated with ether (500 ml) The organic phase is washed with water (3×200 ml) dried (Na2SO4) the solvent is removed in vacuo
Source ID: ord-f30274ae6a3f45939cb0c197853a21ddConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-240b37bb38c54260a5a0a206d442ad7bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of methyl 3-methyl-4-oxo-butanoate (86.3 g), ethylene glycol (61.75 l g, 0.996 m), p-toluenesulfonic acid (1 g) and benzene (700 ml) is refluxed under nitrogen for 16 hr. The resulting mixture is allowed to cool to room temperature and treated with ether (300 ml). The organic phase is washed with 5% sodium bicarbonate solution (100 ml), dried (Na2SO4) and evaporated in vacuo to give methyl 4,4-ethylenedioxy-3-methylbutanoate as a crude product (63.2 g). This material is used directly in the next step. is refluxed under nitrogen for 16 hr The organic phase is washed with 5% sodium bicarbonate solution (100 ml) dried (Na2SO4) evaporated in vacuo
Source ID: ord-a33fd6e19fd54f87b28e349a7fcd51ceConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of methyl 3-methyl-4-nitrobutanoate (96 g, 0.596 m) in methanol (30 ml) is added dropwise to a solution of sodium methoxide (34.5 g, 0.638 m) in methanol (1 l) at room temperature under nitrogen. The resulting mixture is stirred for 1 hr., cooled to -78° C. and treated with one equivalent of ozone. The reaction mixture is then allowed to warm to room temperature and most of the solvent is removed in vacuo. The residue is filtered and the filtrate is treated with ether (500 ml). The organic phase is washed with water (3×200 ml), dried (Na2SO4) and the solvent is removed in vacuo to give the crude product, methyl 3-methyl-4-oxo-butanoate (86.3 g). This material is used directly in the next step. to warm to room temperature and most of the solvent is removed in vacuo The residue is filtered the filtrate is treated with ether (500 ml) The organic phase is washed with water (3×200 ml) dried (Na2SO4) the solvent is removed in vacuo
Source ID: ord-f30274ae6a3f45939cb0c197853a21ddConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c8ced7c2f5f5473db80acf2d7b5174b9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of methyl 3-methyl-4-oxo-butanoate (86.3 g), ethylene glycol (61.75 g, 0.996 m), p-toluenesulfonic acid (1 g) and benzene (700 ml) is refluxed under nitrogen for 16 hr. The resulting mixture is allowed to cool to room temperature and treated with ether (300 ml). The organic phase is washed with 5% sodium bicarbonate solution (100 ml), dried (Na2SO4) and evaporated in vacuo to give methyl 4,4-ethylenedioxy-3-methyl-butanoate as a crude product (63.2 g). This material is used directly in the next step. is refluxed under nitrogen for 16 hr The organic phase is washed with 5% sodium bicarbonate solution (100 ml) dried (Na2SO4) evaporated in vacuo
Source ID: ord-c30988f0051a47189587616052ccb2d1Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of methyl 3-methyl-4-nitrobutanoate (96 g, 0.596 m) in methanol (30 ml) is added dropwise to a solution of sodium methoxide (34.5 g, 0.638 m) in methanol (1 l) at room temperature under nitrogen. The resulting mixture is stirred for 1 hr., cooled to -78° C. and treated with one equivalent of ozone. The reaction mixture is then allowed to warm to room temperature and most of the solvent is removed in vacuo. The residue is filtered and the filtrate is treated with ether (500 ml). The organic phase is washed with water (3×200 ml), dried (Na2SO4) and the solvent is removed in vacuo to give the crude product, methyl 3-methyl-4-oxo-butanoate (86.3 g). This material is used directly in the next step. to warm to room temperature and most of the solvent is removed in vacuo The residue is filtered the filtrate is treated with ether (500 ml) The organic phase is washed with water (3×200 ml) dried (Na2SO4) the solvent is removed in vacuo
Source ID: ord-cc9a5137bee44ed2a10bbaec06e01465Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of methyl 3-methyl-4-oxo-butanoate (86.3 g), ethylene glycol (61.75 g, 0.996 m), p-toluenesulfonic acid (1 g) and benzene (700 ml) is refluxed under nitrogen for 16 hours. The resulting mixture is allowed to cool to room temperature and treated with ether (300 ml). The organic phase is washed with 5% sodium bicarbonate solution (100 ml), dried (Na2SO4) and evaporated in vacuo to give methyl 4,4-ethylenedioxy-3-methylbutanoate as a crude product (63.2 g). This material is used directly in the next step. is refluxed under nitrogen for 16 hours The organic phase is washed with 5% sodium bicarbonate solution (100 ml) dried (Na2SO4) evaporated in vacuo
Source ID: ord-4391e1b870f9420880c8af9d328f3771Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of methyl 3-methyl-4-nitrobutanoate (96 g, 0.596 m) in methanol (30 ml) is added dropwise to a solution of sodium methoxide (34.5 g, 0.638 m) in methanol (1 l) at room temperature under nitrogen. The resulting mixture is stirred for 1 hour, cooled to -78° C. and treated with one equivalent of ozone. The reaction mixture is then allowed to warm to room temperature and most of the solvent is removed in vacuo. The residue is filtered and the filtrate is treated with ether (500 ml). The organic phase is washed with water (3×200 ml), dried (Na2SO4) and the solvent is removed in vacuo to give the crude product, methyl 3-methyl-4-oxo-butanoate (86.3 g). This material is used directly in the next step. to warm to room temperature and most of the solvent is removed in vacuo The residue is filtered the filtrate is treated with ether (500 ml) The organic phase is washed with water (3×200 ml) dried (Na2SO4) the solvent is removed in vacuo
Source ID: ord-c3edcff58f2844c888dd8adca8b7bceePubChem References
These sources are listed in the compound's public database record.
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