2-(4-fluorophenyl)cyclohexanone synthesis
- Product Name:2-(4-fluorophenyl)cyclohexanone
- CAS Number:59227-02-0
- Molecular formula:C12H13FO
- Molecular Weight:192.23
Yield:59227-02-0 117 g (51%)
Reaction Conditions:
with magnesium in hydrogenchloride;water;benzene;
Steps:
17.A A.
A. 2-(p-fluorophenyl)-cyclohexanone STR77 The Grignard reagent prepared by adding 210 g of p-fluorobromobenzene in 800 ml. of anhydrous ether to 29.1 g of magnesium turnings in 50 ml. of ether was added, with cooling to keep the temperature of the reaction less than 15° C., to a solution of 158.4 g of 2-chlorocyclohexanone in 800 ml. of anhydrous benzene. The reaction was stirred at 25° for 18 hrs. then the ether was distilled off and the resulting benzene solution refluxed for 24 hrs. It was then poured into a mixture of 1 liter water and 200 ml. hydrochloric acid and extracted with ether. After evaporation of the ether the residue was distilled to yield 117 g (51%), b.p. 115 (0.2 mm). The material solidified on standing and was recrystallized from hexane, m.p. 56°-59° C. Anal. Calcd. for C12 H13 FO: C, 74.98; H, 6.82; Found: C, 74.24; H, 6.83.
References:
US4150135,1979,A
851337-37-6
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