Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 615-79-2 | MDL No. : | MFCD00009124 |
Formula : | C7H10O4 | Boiling Point : | No data available |
Linear Structure Formula : | CH3COCH2COCOOC2H5 | InChI Key : | OYQVQWIASIXXRT-UHFFFAOYSA-N |
M.W : | 158.15 | Pubchem ID : | 69208 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66%; 7% | 2.2 Ethyl 5-methyl-1-(2-naphthyl)-1H-pyrazole-3-carboxylate; [Show Image] Ethyl acetopyruvate (544 mg, 3.44 mmol) was added over a suspension of the starting hydrazine (670 mg, 3.44 mmol) in AcOH (5 mL). The resulting suspension was refluxed for 1 h, then it was allowed to cool to r.t. and diluted with CH2Cl2 (15 mL). The organic phase was successively washed with H2O (2x20 mL), with NaOH ac. 10% (1x20 mL) and again with H2O (1x20 mL). The organic phase was dried over Na2SO4 anh., filtered and concentrated to dryness. The residue was purified by flash column chromatography in silica gel (15-41% AcOEt/hexane), to yield 68 mg of isomer a (Rf= 0.8 (20% AcOEt/hexane), orange solid, 7% yield) and 640 mg of isomer b (Rf= 0.6 (20% AcOEt/hexane), organge solid, 66% yield) NMR-1H isomer b (CDCl3, 250 MHz, delta): 7.95-7.84 (m, 4H, ArH); 7.60-7.51 (m, 3H, ArH); 6.78 (s, 1H, ArH); 4.43 (c, J = 7.1 Hz, 2H, CH2); 2.38 (s, 3H, CH3); 1.40 (t, J = 7.1 Hz, 3H, CH3). NMR-1H isomer a (CDCl3, 250 MHz, delta): 7.91-7.85 (m, 4H, ArH); 7.53-7.48 (m, 3H, ArH); 6.86 (s, 1H, ArH); 4.22 (c, J = 7.1 Hz, 2H, CH2); 2.39 (s, 3H, CH3); 1.20 (t, J = 7.1 Hz, 3H, CH3). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | To a solution of 136 mg NaOEt in 2 mL EtOH is added 330 mg of 3-amino-3-imino-propanoic ethyl ester hydrochloride at room temperature. A total of 310 mg of ethyl 2,4-dioxopentanoate is added next. The reaction mixture is heated to reflux for 2 h. Then, 1.6 g of 20% NaOH aq. solution is added under reflux, the mixture is refluxed for another 1 h. It is cooled to room temperature, the reaction mixture is adjusted to pH = 5-6. The product is precipitated as solid. It is collected by filtration and washed with 2 mL water twice. A total of 327 mg (yield 85.0%) of the desired product is obtained after being dried at 60C in vacuum oven. ?H NMR (400 MHz, D20 with NaOD): 8 6.45 (s, 1H), 2.24 (s, 3H); ?3C NMR (100 MHz, D20 with NaOD): 8 177.11, 173.73, 157.99, 156.92, 150.84, 111.45, 111.12, 22.66; MS (m/z+1): 197.1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90.2% | With sodium ethanolate; In ethanol; at 20℃; for 2h;Reflux; | To a solution of 0.29 g of NaOEt in 4.0 mL of EtCH is added 0.7 g of 3-amino-3-imino-propanoic ethyl ester hydrochloride at room temperature, followed by addition of 0.66 g of 2,4-dioxo- pentanoic acid ethyl ester. The reaction mixture is heated to reflux for 2 h. Ethanol is removed by evaporator at 50C, and then 10 mL of water and 10 mL of ethyl acetate are added and stirred for 10 mm. The aqueous phase is then discarded and the organic phase is washed with 10 mL of water. A total of 0.95 g (yield 90.2%) of the desired product (Compound 3) is obtained after the organic phase being concentrated to dryness. ?H NMR (400 MHz, D20 with NaCD): 8 6.49 (s, 1H), 6.38 (br, 2H), 4.33 (q, 2H, i=7.2 Hz), 4.29 (q, 2H, i=7.2 Hz), 2.40 (s, 3H), 1.37 (t, 3H, i=7.2 Hz), 1.33 (t, 3H,i=7.2 Hz); ?3C NMR (100 MHz, D20 with NaCD): 8 168.38, 166.26, 163.05, 158.08, 145.27, 111.23, 100.42, 61.74, 61.34, 24,54, 14.09, 13.99; MS (m/z+1): 253.37. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With acetic acid; at 120℃; | To a solution of compound 23 (0.60 g, 2.51 mmol, 1.00 eq) in AcOH (10.0 mL) was added compound 1A (594 mg, 3.76 mmol, 531 mL, 1.50 eq) and compound 1B (500 mg, 3.76 mmol, 1.50 eq). The mixture was stirred at 120 C for 12 hours. LCMS showed compound 23 was consumed and a main peak with the desired mass was detected. The mixture was concentrated under vacuum to give the crude product which was purified by reversed-phase C18 column chromatography (0.1% formic acid, 0-25% MeCN in water) to give compound 23_1 (0.10 g, 90.7 mmol, 3.62% yield, 42.3% purity) as a brown solid. LCMS: product RT = 0.858 min, m/z = 467.0 (M+1)+. |
[ 13395-36-3 ]
Ethyl 5,5-dimethyl-2,4-dioxohexanoate
Similarity: 0.89
[ 13395-36-3 ]
Ethyl 5,5-dimethyl-2,4-dioxohexanoate
Similarity: 0.89
[ 13395-36-3 ]
Ethyl 5,5-dimethyl-2,4-dioxohexanoate
Similarity: 0.89