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1-Hexanone, 1-(4-fluorophenyl)- synthesis

11synthesis methods
-

Yield:1426-70-6 91%

Reaction Conditions:

with Cp*Ir(6,6'-dionato-2,2'-bipyridine)(H2O);Cs2CO3 in tert-Amyl alcohol at 125; for 12 h;Schlenk technique;

Steps:

4.2. General procedure for the cross-coupling of secondary alcoholswith alkenyl primary alcohols catalyzed by [Cp*Ir(2,20-bpyO)(H2O)](cat. 10) (Tables 1-3).

General procedure: To an oven-dried 25 mL Schlenk tube were added secondaryalcohol (1 mmol), alkenyl alcohol (1.2 mmol), catal (0.01 mmol,1 mol%), Cs2CO3 (98 mg, 0.3 mmol, 0.3 equiv) and tert-amyl alcohol(1 mL). The mixture of reaction was heated under 125 C in an oilbath for 12 h. The reaction mixture was cooled to ambient temperature,concentrated in vacuo and purified by flash column chromatographywith hexanes/ethyl acetate to afford thecorresponding product.1-phenylhexan-1-one (3aa) [16b]. Purified by flash columnchromatography on silica gel (ethyl acetate/hexanes = 1/100);88% yield (155 mg)

References:

Xu, Xiangchao;Li, Shun;Luo, Shiyuan;Yang, Jiazhi;Li, Feng [Journal of Catalysis,2022,vol. 413,p. 365 - 373]