Synthesis of 4,5-dimethylchrysene.
Newman, Melvin S.
J. Am. Chem. Soc. (1940), 62 2295-300.
Abstract
Details are given of the prepn. of o-MeC6H4CH2OH in 42% yield from PhCH2Cl and trioxymethylene or in 55% yield from o-MeC6H4MgBr; SOCl2 gives 89% of o-MeC6H4CH2Cl; NaCN in dil. EtOH gives 86% of o-MeC6H4CH2CN (I). PhMgBr and propylene oxide give 60% of PhCH2CHMeOH which with PBr3 yields 63% of PhCH2CHMeBr (II).
Retentive Friedel-Crafts alkylation of benzene with optically active 2-chloro-1-phenylpropane and 1-chloro-2-phenylpropane.
Masuda, Shinji; Nakajima, Tadashi; Suga, Sohei.
Bull. Chem. Soc. Jpn. (1983), 56(4), 1089-94. (In English)
They prepare 1-phenyl-2-propanol from propylene oxide and benzene.
Process for production of 1-phenyl-2-propanol.
Mamedov, Markaz K.; Gusejnov, Vidadi M. (USSR).
U.S.S.R. (1992), SU 1778109 Patent in Russian.
Abstract
PhCH2CHMeOH prodn. by adding C6H6 to propylene oxide (I) in the presence of AlCl3 at 5-6° and passing an inert gas through the reaction mixt. was improved to increase the yield and improved the product quality by carrying out the process with 5-6:3:1 C6H6-I-AlCl3 and by using 2 L/min He as the inert gas.
Patent US5223633
This has some complex method of making 1-phenyl-2-propanol which is probably more applicable to more valuable products.
Grignard reactions of phenyloxirane in the presence of titanium tetraisopropoxide.
Sosnovskii, G. M.; Astapovich, I. V.
Zh. Org. Khim. (1992), 28(7), 1377-9.
Abstract
The title reactions gave PhCHXCH2OH (X = Cl, Br, iodo) and HOCHPhCH2I in £90% combined yield after 20 min, and 65-80% PhCH2CHROH (R = Me, Et, Ph) after 6 h.(They are reacting with grignard reagents)
More to come....
Foxy
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