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ChemicalBook CAS DataBase List Phenethyl phenylacetate
102-20-5

Phenethyl phenylacetate synthesis

14synthesis methods
By esterification of phenylacetic acid with phenethyl alcohol in the presence of H2SO4; also by direct esterification in the presence of gaseous HCl.
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Yield:122-78-1 23 %Chromat. ,102-20-5 71 %Chromat.

Reaction Conditions:

with pyridine;4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy;iodine;sodium hydrogencarbonate in dichloromethane;water at 20 - 22; for 3 h;Catalytic behavior;Time;

Steps:

1.7 Oxidation of alcohols 1a-c,j,l,p with I2 catalyzed by nitroxide 4a and various pyridines 6a-d in at wo-phase system CH2Cl2/NaHCO3(aq.)
General procedure: A solution of alcohol 1a-c,j,l,p (4.0 mmol), nitroxide 4a (42.6 mg, 0.2 mmol) and compound 6a-d (0.4 mmol) in CH2Cl2 (10 mL) was added to a magnetically stirred solution of NaHCO3 (1.0 g, 11.94 mmol)in water (10 mL) at 20-22 °C, then I2 (2.02 g, 7.96 mmol) powder was added in one portion to the formed two-phase mixture. The reaction mixture was stirred at 20-22 °C for appropriate time (Table S07). Then a saturated solution of sodium thiosulfate (3 mL) was added and the resulted mixture was stirred for 5 min, organic and aqueous phases were separated and analyzed by GC-MS of HPLC (Table S07).

References:

Kashparova, Vera P.;Klushin, Victor A.;Zhukova, Irina Yu.;Kashparov, Igor S.;Chernysheva, Daria V.;Il'chibaeva, Irina B.;Smirnova, Nina V.;Kagan, Efim Sh.;Chernyshev, Victor M. [Tetrahedron Letters,2017,vol. 58,# 36,p. 3517 - 3521] Location in patent:supporting information

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