2- hydroxy-2-phenylethyl phenyl

Synonyms. [R-(R, S )]-3-[(2-Hydroxy-l-methyl-2-phenylethyl) amino]-l-(3-methoxyphenyl)- 1-propanone L-( 1-Hydroxy- l-phenyl-2-propylamino)- l-(m-methox3 henyl)-1-propanone Oxyphedrine. 

Amino-2-phenylethyl alcohol, 2-hydroxy-l-phenyl-ethylamine, 2-phenylethanolamine)... 

Cl3H18N2O2, 2-Hydroxy-3-phenyl-3-pyrrolidinylpropionamide, 44B, 196 Ci3H2oBi N, 1-Benzyl-1,2,2-trimethylazetidinium bromide, 33B, 109 C13H2 oClNO, 1 -(1-Methyl-2-phenylethyl)-2-methyl-3-hydroxyazetidinium hydrochloride, 40B, 205... 

FAU 13 Russia 2-(3,5-Di-tert-butyl-4-hydroxy-phenyl 4-hydroxy-phenylethyl)-2,3-dihydro-l,2,3,4-propionylhydrazino)-5-(3,5-di-/er/-butyl-oxaphosphodiazole) (0.1-0.3)... 

Hydroxy-5-methyl-l,3-phenylene)bis[phenylmethanone, 529 [4-(Acetyloxy)-2-hydroxyphenyl] [1,1 -biphenyl]-4-yImethanone, 505 [4-(Benzoylmethoxy)-3,5-dihydroxyphenyl](2,3,4-trihydioxyphenyl)methanone, 498 [2-Hydroxy-5-(l-phenylethyl)phenyl]phenylmethanone, 131... 

Biphenyl]-4-yl(4-ethoxy-2-hydroxyphenyl)methanone, 505 [2,4-Dihydroxy-3-(l-phenylethyl)phenyl]phenylmethanone, 389 [2,4-Dihydroxy-5-(l-phenylethyl)phenyl]phenylmethanone, 389 (2-Hydroxy-4-methoxyphenyl)(5-methyl[ 1,1 -biphenyl]-2-yl)methanone, 506... 

Hydroxy-3,4 -dimethyl[ 1,1 -biphenyl]-2-yl)ethanone, 1016 l-[2-Hydroxy-5-methyl-3-(phenylmethyl)phenyl]ethanone, 1016 l-[2-Hydroxy-4-(2-phenylethyl)phenyl]ethanone, 1017 l-[2-Hydroxy-5-(2-phenylethyl)phenyl]ethanone, 1017... 

Ethyl-2,4-dihydroxyphenyl)-2-phenylethanone, 1427 2-Hydroxy-l-[2-hydroxy-4-(2-phenylethyl)phenyl]ethanone, 1380 1 -(2-Hydroxy-4-methoxy-3-metliylphenyl)-2-phenylethanone, 1427 l-(2-Hydroxy-4-methoxy-5-metliylphenyl)-2-phenylethanone, 1427 1 -(2-Hydroxy-4-methoxy-6-metliylphenyl)-2-phenylethanone, 1428 l-(2-Hydroxy-6-methoxy-3-metliylphenyl)-2-phenylethanone, 1428 l-(4-Hydroxy-2-methoxy-5-metliylphenyl)-2-phenylethanone, 1428 1 -(4-Hydroxy-2-methoxy-6-metliylplienyl)-2-phenylethanone, 1428 l-(2-Hydroxy-3-methylphenyl)-2-(2-methoxyphenyl)ethanone, 1479 l-(2-Hydroxy-3-methylphenyl)-2-(4-methoxyplienyl)ethanone, 1480 1 -(2-Hydroxy-5-methylphenyl)-2-(2-methoxyphenyl)ethanone, 1480 1 -(2-Hydroxy-5-methylphenyl)-2-(4-methoxyphenyl)etlianone, 1480 1 -(4-Hydroxy-3-methylphenyl)-2-(4-methoxyphenyl)etlianone, 1480... 

Hydroxy[ 1,1 -biphenyl]-3-yl)-2,2-dimethyl- 1-propanone, 2097 l-[2-Hydroxy-5-(phenylethyl)phenyl]-l-propanone, 1941 1 -(4-Methoxy[ 1,1 -biphenyl]-3-yl)-2-methyl-1 -propanone, 2052 l-[4-Methoxy-3-(phenylinethyl)phenyl]-l-propanone, 1941... 

Hydroxy-3,5-bis(l-phenylethyl)phenyl]phenyhnethanone, 141 [125182-25-4] [5-(l,l-Dimethylethyl)-2-hydroxyphenyl](2-hydroxyphenyl)... 

No stereoselectivity was observed in the formation of a 1 1 diastereomeric mixture of 2-hydroxy-2-phenylethyl p-tolyl sulfoxide 145 from treatment of (R)-methyl p-tolyl sulfoxide 144 with lithium diethylamide . However, a considerable stereoselectivity was observed in the reaction of this carbanion with unsymmetrical, especially aromatic, ketones The carbanion derived from (R)-144 was found to add to N-benzylideneaniline stereoselectivity, affording only one diastereomer, i.e. (Rs,SJ-( + )-iV-phenyl-2-amino-2-phenyl p-tolyl sulfoxide, which upon treatment with Raney Ni afforded the corresponding optically pure amine . The reaction of the lithio-derivative of (-t-)-(S)-p-tolyl p-tolylthiomethyl sulfoxide 146 with benzaldehyde gave a mixture of 3 out of 4 possible isomers, i.e. (IS, 2S, 3R)-, (IS, 2R, 3R)- and (IS, 2S, 3S)-147 in a ratio of 55 30 15. Methylation of the diastereomeric mixture, reduction of the sulfinyl group and further hydrolysis gave (—)-(R)-2-methoxy-2-phenylacetaldehyde 148 in 70% e.e. This addition is considered to proceed through a six-membered cyclic transition state, formed by chelation with lithium, as shown below . ... 

Mild acidic hydrolysis of amino nitrile 369 gave m-4,9a-/7-rra r-9-7/-9-benzyloxy-4-phenyl-3,4,9,9a-tetrahydro-17/,67/-pyrido[2,l-d[l,4]oxazin-l-one <1996TL4001>. (2A)-2-Cyano-l-[(lR)-2-hydroxy-l-phenylethyl]piperidin-6-one, on standing for 20 days in ethanol saturated with HC1 gas, afforded (4/ ,9aA)-4-phenylperhydropyrido[l,2-4[l,4]oxazine-l,6-dione, which was sometimes accompanied by the unstable (26 )-l-[(l/ )-2-hydroxy-l-phenylethyl]-... 

N-Benzyl-N-mesitylenesulfonyl)amino-1 -phenyl-1 -propanol Benzenesulfonamide, N-(2-hydroxy-1-methyl-2-phenylethyl)-2,4,6-trimethyl-N-(phenylmethyl)- (14) [R-(R, S )]-(187324-63-6), [S-(R, S )]-, (187324-64-7)... 

Treatment of 7V-(2-hydroxy-2-phenylethyl)-2-aminomethylthiophene with polyphosphoric acid results in formation of 4-phenyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine (1) in 89% yield. If trifluoroacetic acid is used, however, the product, obtained in 100% yield, is a 4 1 mixture of 7-phenyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine 2 and 1. 

Fig. 5.7. GC separation of acetone Schiff base-TMS derivatives of amines. Peaks 1 = (3-phenylethyl-amine 2 = norephedrine 3 = (J-hydroxy-0-phenylethylamine 4 = tyramine 5 = 0-(3,4-dimethoxy-phenyl)ethylamine 6 = metanephrine 7 = dopamine 8 = epinephrine 9 = normetanephrine 10 = norepinephrine. Conditions glass column, 6 ft. x 4 mm I.D., 10% F-60 on Gas-Chrom P (80-100 mesh, AW, silanized) nitrogen inlet pressure, 12 p.s.i. temperature programme, 1.5°C/min. (Reproduced from Anal. Chcm., 38 (1966) 316, by courtesy of E.C. Horning and the American Chemical Society.)...

---