cas 63665-87-2, 7-METHYLINDAN-4-YL 1-NAPHTHYL KETONE | Articles data ｜lookchem

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63665-87-2

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Improved Synthesis of 3-Methylcholanthrene
An improved synthesis of 7-methylindan-4-yl 1-naphthyl ketone (3), an important precursor of 3-methylcholanthrene (1), has been developed.The key intermediates for 3, 4-cyano-7-methylindan (2a) and 4-(ethoxycarbonyl)-7-methylindan (2b), were conveniently prepared in high yields by reaction of 1-(1-pyrrolidino)cyclopentene (6) with sorbonitrile (5a) or ethyl sorbate (5b), followed by aromatization with sulfur. 1-Naphthylmagnesium bromide (4b) in the presence of cuprous iodide reacted cleanly with 4-(chloromethanoyl)-7-methylindan (12) to give 3.The Friedel-Crafts acylation of naphthalene with 12 afforded 84percent of 3 and 16percent of β isomer 13.Alternatively, 3 was prepared in 75percent yield by condensation of Grignard reagent 4b with 2a in THF.Thermal annelation of 3 afforded 1 in 41.5percent yield.
Tang, Ping Wah,Maggiulli, Cataldo A.
p. 3429 - 3432
(2007/10/02)

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56-49-5
methylcholanthrene

Chemical Properties

Melting Point: 179-181°C
Boiling Point: 510.6°Cat760mmHg
Flash Point:227.1°C
Density: 1.159g/cm³
Solubility:Dichloromethane, Ethyl Acetate
Vapor Pressure: 1.53E-10mmHg at 25°C
PSA: 17.07000
LogP: 4.86790

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