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ChemicalBook CAS DataBase List Lutidinaldehyde
6220-65-1

Lutidinaldehyde synthesis

2synthesis methods
-

Yield:63875-01-4 14 %Chromat. ,6220-65-1 24 %Chromat.

Reaction Conditions:

with copper(II) choride dihydrate;oxygen in dimethyl sulfoxide at 100; under 760.051 Torr; for 45 h;

Steps:

Isolation of the oxygenated product:

General procedure: In a test tube, substrate (1.0 mmol) and CuCl2?2H2O(0.10 mmol) were dissolved in DMSO (3.0 mL). O2 balloon (1 atm) was attached at top of the test tube, and inner atmosphere was replaced by O2. After stirring at 100 °C for 45 hours,reaction mixture was diluted by CH2Cl2 (20 mL) and washed with sat. Na2CO3 aq (10 mL).The separated water phase was then extracted with CH2Cl2 (10 mL×2). The combined organicphase was washed with brine (20 mL) and dried over Na2SO4. After removal of Na2SO4 byfiltration, evaporation of the solvent gave brown oil, from which the desired product wasisolated by silica column chromatography (eluent: EtOAc / n-Hexane = 1 / 10 to 1 / 1).

References:

Abe, Tsukasa;Tanaka, Shinji;Ogawa, Atsuko;Tamura, Masanori;Sato, Kazuhiko;Itoh, Shinobu [Chemistry Letters,2017,vol. 46,# 3,p. 348 - 350] Location in patent:supporting information

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