تفاعل #6005
ord-437552d324044abea55731a4552ead93
معادلة التفاعل
الكواشف
المذيبات
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المعالجة
- 1أخرىAfter 4 hours at 0° C. the reaction mixture was partitioned between saturated aqueous ammonium chloride solution (50 ml) and chloroform (50 ml)
- 2استخلاصThe aqueous layer was extracted again with chloroform (50 ml)
- 3تجفيفThe combined organic extracts were then dried over sodium sulphate
- 4تركيزconcentrated in vacuo (20° C.; 14 mmHg)
- 5أخرىto give a crude oil which
- 6أخرىwas purified by flash chromatography over silica gel eluting with ethyl acetate
الإجراء التجريبي
A solution of (±)-2-(quinolin-3-yl)cyclohexanone (0.78 g, 3.5 mmol) in tetrahydrofuran (10 ml) at -5° C. was treated with potassium t-butoxide (0.43 g, 3.9 mmol) in one portion. After 25 minutes at -5° C. the deep red mixture was treated dropwise during 1 minute with a solution of methyl isothiocyanate (0.28 g, 3.9 mmol) in tetrahydrofuran (2 ml). After 4 hours at 0° C. the reaction mixture was partitioned between saturated aqueous ammonium chloride solution (50 ml) and chloroform (50 ml). The aqueous layer was extracted again with chloroform (50 ml). The combined organic extracts were then dried over sodium sulphate and concentrated in vacuo (20° C.; 14 mmHg) to give a crude oil which was purified by flash chromatography over silica gel eluting with ethyl acetate to give (±)-N-methyl-2-oxo-1-(quinolin-3-yl)cyclohexanecarbothioamide (0.1 g, 0.33 mmol), m.p. 235°-236° C.;