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[ CAS No. 3788-94-1 ] {[proInfo.proName]}

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Chemical Structure| 3788-94-1
Chemical Structure| 3788-94-1
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Product Details of [ 3788-94-1 ]

CAS No. :3788-94-1 MDL No. :MFCD06797311
Formula : C9H14O4 Boiling Point : -
Linear Structure Formula :H3CCH2OCHC(COOCH2CH3)COCH3 InChI Key :-
M.W : 186.21 Pubchem ID :-
Synonyms :

Safety of [ 3788-94-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H227-H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 3788-94-1 ]

* 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 [ 3788-94-1 ]

[ 3788-94-1 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 3325-11-9 ]
  • [ 3788-94-1 ]
  • [ 142111-72-6 ]
  • 2
  • [ 3788-94-1 ]
  • [ 51135-73-0 ]
YieldReaction ConditionsOperation in experiment
79% With hydroxylamine; In methanol; water; at -5 - 30℃; for 2.5h;Heating / reflux; Ethyl-5-methylisoxazole-4-carboxylate:Ethyl ethoxymethyleneacetoacetate, 110.00 g (0.59 mol) was taken in methanol (330 ml) and cooled to -5 0C and 50% aqueous hydroxyl amine 39.03 g (0.59 mol on anhydrous basis) was added drop wise over a period of 1 hour at -5 to O0C. It was stirred for 30 minutes. The reaction mixture was allowed to attain temperature of 20 to 30 0C and then refluxed for 1 S hour. Solvent was removed under reduced pressure and the reaction mass was cooled to room temperature. n-Hexane (500 ml) was added and stirred for 30 minutes. Saturated sodium bicarbonate solution (100 ml) was added followed by water (400 ml) and stirred well. The organic layer was separated. The aqueous layer was re-extracted with n-hexane (2x200 ml). The combined organic layer was washed with water (2x250 ml). After removal of the solvent <n="8"/>72.5 g (79%) of Ethyl-5-methylisoxazole-4-carboxylate was obtained as yellowish thick oil with 98.7 % HPLC purity and having isomeric impurity less than 0.5 %.
78% With hydroxylamine hydrochloride; sodium acetate; In methanol; water; at 0 - 20℃; Solution of hydroxylamine hydrochloride (4.1 g, 0.059 mol) and sodium acetate (4.84 g, 0.059 mol) in water (10 ml) was added dropwise to a solution of compound 3 (11 g, 0.059 mol) in methanol (25 ml) at 0 C. The mixture was stirred during overnight at room temperature followed by extraction with EtOAc (3 x 50 ml), the combined EtOAc extract was washed by aqueous sodium bicarbonate solution to minimize the impurities and dried over Na2SO4. After that the solvent was removed to afford 7.16 g (78 %) of Ethyl-5-methylisoxazole-4-carboxylate as yellow oil, which was used directly in the next step.
  • 3
  • [ 64-17-5 ]
  • [ 3788-94-1 ]
  • hydroxylamine hydrochloride [ No CAS ]
  • [ 51135-73-0 ]
  • 4
  • [ 3788-94-1 ]
  • [ 42831-50-5 ]
YieldReaction ConditionsOperation in experiment
98.2% Add solution 18.5 g of 2-ethoxymethylene ethyl acetoacetate and 37 g of ethanol to container A, and add solution 6.9 g of hydroxylamine hydrochloride, 14.3 g of tripropylamine, and 55.2 g of ethanol to container B. A and solution B are simultaneously pumped into the mixer through pump A and pump B, respectively, and then reacted through the microchannel reactor. The flow rate of pump A is set to 18.5 g / min, and the flow rate of pump B is set to 25.5 g / min.The temperature in the microchannel reactor was set to 3 C, and the reaction solution was collected and flowed out, and the ethanol in the reaction solution was distilled off under reduced pressure by heating in an external water bath at -0.07 to -0.095 MPa and 45 to 65 C.92 g of a 3% sulfuric acid aqueous solution was added to the residue, heated to 70 to 75 C, and maintained for 3.0 hours, and then the system was cooled to -5 to 0 C, and maintained at this temperature for 3.0 hours to crystallize, filtered, and dried the cake 12.47 g of product was obtained, yield: 98.2%, liquid chromatography purity: 99.3%, isomer content: 0.14%,
  • 5
  • [ 38980-96-0 ]
  • [ 3788-94-1 ]
  • [ 851069-61-9 ]
YieldReaction ConditionsOperation in experiment
With sodium t-butanolate; In ethanol; at 20℃;Heating / reflux; To a solution of 2 g (7.67 mmol) 4-trifluoromethyl-benzamidine HCl in 30 ml ethanol was added 0.76 g (7.67 mmol) sodium tert-butoxide and 1.43 g (7.67 mmol) 2-[1-ethoxy-meth-(E,Z)-ylidene]-3-oxo-butyric acid ethyl ester. The reaction was stirred at RT over night and for 1 h under reflux. After the solvent was removed under reduced pressure, the residue was taken up in ether and washed with 1N HCl and water. The crude product was purified by chromatography over silica gel with AcOEt/heptane 1:3 to provide 1.7 g pure 4-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid ethyl ester. MS: 311.0 (M+H)+.
  • 6
  • [ 3788-94-1 ]
  • [ 85290-78-4 ]
YieldReaction ConditionsOperation in experiment
With hydrazine hydrate; In ethanol; at 20℃;Cooling with ice; General procedure: The acetoacetic ester of 2-ethoxymethylene (0.2 mol) (2a-b) was dissolved in ethanol (150 mL) in an ice-water bath, and 80% hydrazine hydrate (0.4 mol) was added dropwise. The mixture reacted at room temperature until the 2a-b was fully consumed, as detected by TLC. Subsequently, the reaction mixture was concentrated in vacuo. The residue was extracted with 1,2-dichloroethane, washed with water and brine, dried over anhydrous sodium sulfate and then concentrated in vacuo to obtain ethyl 1H-pyrazole-4-carboxylate (3a-b) as either light-yellow liquids or solids.
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