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ChemicalBook CAS DataBase List ETHYL 1-[(4-METHYLPHENYL)SULFONYL]-4-PIPERIDINECARBOXYLATE
297180-07-5

ETHYL 1-[(4-METHYLPHENYL)SULFONYL]-4-PIPERIDINECARBOXYLATE synthesis

4synthesis methods
1126-09-6 Synthesis
Ethyl 4-piperidinecarboxylate

1126-09-6
487 suppliers
$15.40/25g

1576-35-8 Synthesis
4-Methylbenzenesulfonhydrazide

1576-35-8
454 suppliers
$10.00/1g

ETHYL 1-[(4-METHYLPHENYL)SULFONYL]-4-PIPERIDINECARBOXYLATE

297180-07-5
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Yield:297180-07-5 98%

Reaction Conditions:

with ammonium bromide in water;acetonitrile at 25 - 30;Electrolysis;

Steps:

General procedure

General procedure: An undivided cell was equipped with a carbon platea node (7.5 cm2) and a Fe plate cathode (7.5 cm2) and connected to a DC regulated power supply. The solution of corresponding amine 2 (1.5-4.83 mmol) in 30 ml MeCN-H2O (1:1), arenesulfonohydrazide 1 (300 mg, 1.00-1.61 mmol) and supporting electrolyte KBr, NH4Br (0.5-0.8 mmol;molar ratio to 1 was 1:2) were added to the cell. The mixture was electrolyzed with constant current (35-40 mA cm-2) at 25-30 °C under magnetic stirring. Then the solvent was removed under reduced pressure(10-20 Torr). The residue was diluted with EtOAc (50 ml) and washed with brine (2 × 8 ml) and water (2 × 8 ml), dried over Na2SO4, and concentrated under reduced pressure (10-20 Torr). Then it was purified by recrystallization from ethanol.

References:

Terent'ev, Alexander O.;Mulina, Olga M.;Pirgach, Dmitry A.;Syroeshkin, Mikhail A.;Glinushkin, Alexey P.;Nikishin, Gennady I. [Mendeleev Communications,2016,vol. 26,# 6,p. 538 - 539]