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Chemical Structure| 340774-26-7 Chemical Structure| 340774-26-7

Structure of 340774-26-7

Chemical Structure| 340774-26-7

Methyl 2-cyclopropanecarbonyl-3-(dimethylamino)prop-2-enoate

CAS No.: 340774-26-7

4.5 *For Research Use Only !

Cat. No.: A1039001 Purity: 95%

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Product Details of [ 340774-26-7 ]

CAS No. :340774-26-7
Formula : C10H15NO3
M.W : 197.23
SMILES Code : O=C(OC)/C(C(C1CC1)=O)=C/N(C)C

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Application In Synthesis of [ 340774-26-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 340774-26-7 ]

[ 340774-26-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 32249-35-7 ]
  • [ 4637-24-5 ]
  • [ 340774-26-7 ]
YieldReaction ConditionsOperation in experiment
97% at 80℃; for 1h; [00479] To methyl 4-methyl-3-oxopentanoate (1.98 ml, 13.87 mmol) was added 1,1- dimethoxy-N,N-dimethylmethanamine (2.21 ml, 16.65 mmol) and the solution was stirred at 80 C for 1 h. The reaction mixture was concentrated in vacuo to afford methyl-2- [(dimethylamino)methylidene]-4-methyl-3-oxopentanoate (2.76 g, 95%) as an orange oil. [00480] Method A: LC-MS m/z = 200.0 [M + H]+; RT = 1.00
In chloroform; at 60℃; Example 49: N-(5-tert-Butyl-3-methanesulfonylamino-2-methoxy-phenyl)-3- [4- (5- cyclopropyl-l-isopropyl-IH-pyrazol-4-yl)- [1, 2,3] triazol-1-yl]-4-methyl-benzamide; 3-Cyclopropyl-3-oxo-propionic acid methyl ester (1.25 g, 8.79 mmol) was dissovled in 6.25 mL of CHC13 and 1.17 mL (8.79 mmol) of dimethylformamide dimethyl acetal was added. The mixture was heated to 60C in a sealed vessel overnight. The mixuture was then cooled and concentrated to provide 1.67 g of 2-cyclopropanecarbonyl-3- dimethylamino-acrylic acid methyl ester.
In toluene; for 3h;Reflux; Step 1 Production of methyl 2-cyclopropylcarbonyl-3-dimethylaminoacrylate Methyl 3-cyclopropyl-3-oxopropionate (2.0 g) was dissolved in toluene (20 ml). To the obtained solution was added dimethylformamide dimethylacetal (3.0 ml) and the mixture was refluxed for 3 hr. The reaction mixture was allowed to cool and concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (n-hexane:acetone=2:1) to give the title compound as a yellow oil (2.61 g).
In toluene; for 3h;Heating / reflux; Step 1 Production of methyl 2-cyclopropylcarbonyl-3-dimethylaminoacrylate Methyl 3-cyclopropyl-3-oxopropionate (2.0 g) was dissolved in toluene (20 ml). To the obtained solution was added dimethylformamide dimethylacetal (3.0 ml) and the mixture was refluxed for 3 hr. The reaction mixture was allowed to cool and concentrated under reduced pressure, and the obtained residue was purified by silica gel chromatography (n-hexane:acetone=2:1) to give the title compound as a yellow oil (2.61 g).
In 1,4-dioxane; at 100℃; for 3h;Inert atmosphere; To a 250 mL round-bottom flask under N2 was added <strong>[32249-35-7]methyl 3-cyclopropyl-3-oxopropanoate</strong> (5.00 g, 35.2 mmol) and dioxane (50 ml). N,N-dimethylformamide dimethyl acetal (4.7 mL, 35 mmol) was added at rt, and the resulting mixture was heated to 100 C for 3 h. The mixture was cooled to rt, concentrated, and used in the next step without purification. MS: 198.1 [M+H]+.
In 1,4-dioxane; at 100℃; for 3h;Inert atmosphere; To a 250 mL round-bottom flask under N2 was added <strong>[32249-35-7]methyl 3-cyclopropyl-3-oxopropanoate</strong> (5.00 g, 35.2 mmol) and dioxane (50 ml). N,N-dimethylformamide dimethyl acetal (4.7 mL, 35 mmol) was added at rt, and the resulting mixture was heated to 100 C for 3 h. The mixture was cooled to rt, concentrated, and used in the next step without purification. MS: 198.1 [M+H]+.

 

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