ChemicalBook CAS DataBase List 4-(3,4-Dichlorophenyl)-1-tetralone

4-(3,4-Dichlorophenyl)-1-tetralone synthesis

8synthesis methods

Product Name:4-(3,4-Dichlorophenyl)-1-tetralone
CAS Number:79560-19-3
Molecular formula:C16H12Cl2O
Molecular Weight:291.17

866018-46-4 Synthesis

4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENOL

866018-46-4
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79560-19-3
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Yield:79560-19-3 98%

Reaction Conditions:

with oxygen;sodium hydride in tetrahydrofuran at 0 - 20; for 5 h;

Steps:

4.2. Aerobic oxidation of secondary aryl alcohols

General procedure: A round-bottom flask that was flame-dried and cooled under dry air or oxygen atmosphere was charged with alcohol 6 or 33 (0.5 mmol) and THF (2.5 mL). After stirring at 0 °C for 5 min, NaH powder (1 mmol, 2 equiv) was added in one portion, and the mixture was allowed to warm to room temperature. The reaction was quenched by addition of saturated NH₄Cl (2 mL) after the indicated time, extracted with EtOAc (10 mL×2), and washed by brine (15 mL). The combined organic phase was dried over MgSO₄, the solvent was removed under vacuum, and the residue was purified by flash chromatography on silica gel to give the desired ketone product 7 and 34. For isolations of acids 8 and 35/36: the combined aqueous phase was acidified with 2 M HCl, and then extracted with EtOAc (10 mL×2) and washed by brine (15 mL). The combined organic phase was dried over Na₂SO₄, the solvent was removed under vacuum to give acid product that can be further purified by flash chromatography on silica gel.

References:

Wang, Xinbo;Wang, David Zhigang [Tetrahedron,2011,vol. 67,# 19,p. 3406 - 3411] Location in patent:supporting information; experimental part

90-15-3 Synthesis