A metabolite of 2-acetamidofluorene.
نویسنده
چکیده
m.p. 118-121o. Yield, 6-6 g. A sample, after sublimation at 105°/0-2 mm., had m.p. 120-121'. (Found: C, 7241; H, 8 8%. C1oH1402 requires C, 72-3; H, 8.4%.) The above substance (12 g.), dissolved in 5N-NaOH (120 ml.), was shaken with benzoyl chloride (25 ml. at once, and 10 ml. after 20 hr.). After 24 hr. the precipitated solid was collected, well washed with water, and dissolved in ether. The ether was dried (Na28SO4), filtered and evaporated. The residue, with l.p. formed crystals (17 g.) of m.p. 77-81°. A sample, after sublimation at 145°/0-050-1 mm., separated from l.p.-benzene as. large colourless prisms, m.p. 83-84°, of 4-benzoyloxyphenyl-methyl-ethyl carbinol. (Found: C, 75-7; H, 6-3 %. C17H1803 requires C, 75-5; H, 6.7%.) (Probably) 4-Benzoyloxy-a-ethyl-styrene. An intimate mixture of the above benzoate (3 g.) with freshly dried finely powdered anhydrous MgSO4 (12 g.) was heated at 160-170' for 1 hr. Dilution of the cooled product gave a waterinsoluble solid, which was collected, washed, and crystallized from methanol, giving almost colourless needles (1-75 g.); m.p. 111-112°. (Found: C, 80-7; H, 6-7%. C0L7H1602 requires C, 80-9; H, 6.4%.) 4-secButyl-phenol. The above compound (2 g.) in benzene (50 ml.) was shaken with H2 and Pd-black (0-5 g.) until no more H2 was absorbed. The product, obtained by evaporation of the filtered solution, was an oil at 200. It was boiled under reflux with N-NaOH (40 ml. in approx. 30% v/v ethanol-water) for 3 hr. Ethanol was then removed in steam, and the alkaline residue was acidified with HCI. The oily phenol was separated by steam distillation and formed an aqueous suspension, which crystallized at 0°. Yield, 1-3 g., m.p. 51-53°; Reilly & Hickinbottom (1920) record m.p. 59°. SUMMARY
منابع مشابه
Effects of adrenalectomy and bile-duct ligation on the urinary excretion of metabolites of 2-acetamidofluorene by male weanling rats.
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عنوان ژورنال:
- The Biochemical journal
دوره 39 4 شماره
صفحات -
تاریخ انتشار 1945