Sasaki, Tadashi; Kanematsu, Ken; Minamoto, Katsumaro published the artcile< Morphine-like analgesics. II. Aminohydrophenanthrene derivatives>, Product Details of C10H9ClO2, the main research area is CHEMISTRY, PHARMACEUTICAL; EXPERIMENTAL LAB STUDY; MORPHINE; PHENANTHRENES.
A solution of 10 g. 2-phenylcyclohexanone in 25 ml. C6H6 is added dropwise to a solution of 1.5 g. 50% NaH (in oil) in 35 ml. C6H6 and the whole kept 5 hrs., refluxed 20 min., cooled, and refluxed with 12.5 g. MeI and 10 ml. C6H6 8 hrs. to give 7 g. 2-methyl-2-phenylcyclohexanone (I), b2 110°; 2,4-dinitrophenylhydrazone m. 175-6°. A mixture of 31.3 g. I, 14.3 g. malononitrile, 2.7 g. AcONH4, 1.5 ml. AcOH, and 60 ml. C6H6 is refluxed 13 hrs. to give 14 g. 2-methyl-2-phenyl-Δ1,α -cyclohexanemalononitrile (II), b0.1 150-1°. A solution of 4.5 g. II in 40 ml. MeOH is subjected to catalytic reduction using 0.2 g. PtO2 under high pressure at room temperature, and the oily product (4.6 g.) in 55 ml. BuOH refluxed with 14.8 g. KOH (150-60°) 12 hrs. to give 3 g. 2-methyl-2-phenylcyclohexaneacetic acid (III), m. 130-1° (EtOH). A mixture of 3.9 g. III and 56 g. polyphosphoric acid is heated 2 hrs. at 110° to give 3.5 g. 4α-methyl-1,2,3,4,4a,10a-hexahydro-9(10H)-phenanthrone (IV), b2 140°. To a solution of 3 g. IV in 17 ml. dioxane are added 3.5 ml. Am nitrite and a solution of 0.36 g. Na in EtOH, the whole kept 6 hrs. at 0-5° and then 40 hrs. at 10°, Et2O added, and the pH adjusted to 5.0 to give 2.4 g. 4a-methyl-10-isonitroso-1,2,3,4,4a,10a-hexahydro-9(10H)-phenanthrone (V), oil; 2,4-dinitrophenylhydrazone m. 226-7°. Catalytic reduction of 1.2 g. V in 30 ml. EtOH over 0.1 g. Pd-C (autoclave) gives 90% 4a-methyl-10-amino-1,2,3,4,4a,10a-hexahydro-9(10H)-phenanthrone (VI); hydrochloride m. 173-5°; it exhibits morphine-like analgesic activity.
Yakugaku Zasshi published new progress about Analgesics. 90940-40-2 belongs to class chlorides-buliding-blocks, and the molecular formula is C10H9ClO2, Product Details of C10H9ClO2.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics