2- aminophenyl ethyl alcohol

Aminophenylethanol 2-Aminophenyl-ethyl alcohol -Ethanolaniline or -Hydroxyethyl-aniline, Hj N-CgH -CHj-CHj OH. Two isomers j8-(2-amino-phenyl)-ethanol and jQ-(4-amino-phenyl)-ethanol are described in Beil 13,242 [362] (See also under Anilinoethanols,... 

Grigg and coworkers reported that the Ir-catalyzed synthesis of indoles from 2-aminoaryl ethyl alcohols [20]. In a typical example, 2-aminophenyl ethyl alcohol and a catalytic amount of [Cp IrCl2]2 (2.5mol%) were combined with KOH (2 e quiv.) at 110 ° C for 24 h to give 3-benzylindole in 78% yield with high selectivity (Scheme 11.13). 

Peris and coworkers reported that an Ir-triazolyl-diylidene complex showed catalytic activity in the cyclization of aminoalcohols [163]. Thus, the reaction of 2-aminophenyl ethyl alcohol with benzyl alcohol can be carried out with a catalytic amount of the Ir-triazolyl-diylidene complex (lmol%) combined with KOH (2 equiv.) in toluene at 110 C to give a mixture of bisindoylmethane and 3-benzylindole in 87 13 ratio (Scheme 11.17). The reaction is proposed to proceed by the initial formation of a 3-(phenylmethylene)-3//-indole intermediate followed by a Michael addition, giving bisindoylmethanes. Transfer... 

The N-[)3-(p-aminophenyl)ethyl]-4-phenyl-4-carboethoxypiperidine is dissolved in 50 cc of hot anhydrous ethanol, an excess (about 20 cc) of 20% alcoholic hydrochloric acid solution is added upon scratching the side of the container crystals form. One hundred cubic centimeters of ether are then added to the mixture, the ethereal mixture is cooled, and the crystalline material which precipitates is recovered by filtration, washed with ether, and dried to give 12.7 grams of N-[)3-(p-aminophenyl)ethyl]-4-phenyl-4-carboethoxypiperidine dihydrochloride which can be further purified by recrystallization from ethanol or methanol to give substantially pure material MP 275°-277°C. 

Aminophenyl disulfide, 1% ethyl alcohol (macromo-lecular chemistry) (Tomb et al. 1991)... 

Amidines 9 with an appropriate ortho-carbonyl substituent, which are obtained from the respective ortho-carbonyl aniline derivatives and 0-ethyl succinimide (5-ethoxy-4,5-dihydro-3//-pyrrol-2-one), are cyclized with sodium in alcohol to quinazolin-4(3// )-ones 10a and quinazolines 10b with a 2-[(alkoxycarbonyl)ethyl] substituent at C2. The reaction can also be carried out starting from anthranilates or 2-aminophenyl ketones as a simple one-pot synthesis. ... 

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