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CAS No. : | 84228-93-3 | MDL No. : | MFCD00040746 |
Formula : | C8H7NO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | SSAYTINUCCRGDR-OWOJBTEDSA-N |
M.W : | 149.15 | Pubchem ID : | 736782 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
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 |
---|---|---|
palladium; In methanol; | Step A 3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)propionic acid A mixture of trans-3-(4-pyridyl)acrylic acid (7.4 grams, 50 mmol) and 10% palladium on carbon (3.7 grams, 3.45 mmol) in 50 mL MeOH was placed in a Parr bottle and hydrogenated at 50 psi for 20 hours. The catalyst was filtered off and the solvent was removed. The resulting solid was dissolved in 150 mL 1/1 THF/water and sodium bicarbonate (11.2 grams, 134 mmol) was added. Di-tert-butyl dicarbonate (11.7 grams, 53 mmol) was added and the mixture was stirred for 16 h. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine;Pd-C; In n-heptane; water; acetic acid; toluene; | Preparation 23 A mixture of 3-(4-pyridyl)-2-propenoic acid (10 g), 10% Pd-C (1 g) in acetic acid (40 ml) was hydrogenated (3.0 kg/cm2) at 65 C. for 8 hours. After the catalyst was removed by filtration, the filtrate was concentrated in vacuo. The residue was resolved in toluene (30 ml) and concentrated in vacuo. The residue was resolved in water (30 ml) and tetrahydrofuran (50 ml), cooled to 0 C., and triethylamine (33 g) was added dropwise at 5 C. Di-t-butyl dicarbonate (18.3 g) was added to the mixture at 20 C. and stirred overnight. PH was adjusted to 7 with HCl, organic layer was washed with 10% aqueous citric acid (40 ml), 5% aqueous sodium chloride (40 ml), dried over magnesium sulfate (5 g) and concentrated in vacuo. The residue was resolved in toluene (20 ml), concentrated in vacuo to 25 ml. The mixture was stirred at 40 C. for 3 hours, n-heptane (20 ml) was added to the mixture and stirred at 0 C. overnight. The precipitate was separated and dried to give 3-(1-tert-butoxycarbonyl-4-piperidyl)propionic acid as white solid (12.8 g). IR(KBr): 3300, 2937, 1734, 1670, 1479, 1455, 1285, 1173 cm-1 NMR(DMSO-d6, delta) 0.9-1.0(2H, m), 1.38(9H, s), 1.3-1.5(1H, m), 1.6(2H, m), 2.22(2H, t), 2.64(2H, m), 3.30(1H, s), 3.9(2H, m) |
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