O-Aminobenzyl alcohol

Aminoacridines, substituted, 22, 7 2-Aminobenzothiazolc, 22, 18 o-Aminobenzyl alcohol, 21, 10 o-Aminobenzyl cyanide, 22, 23, 25 2-Amino- -cymenx, 22, 9 u-Aminodiethyiacetic acid, 22, 13 4-Amino-2,6-dimethylpyrimidine, 24,... 

The reaction of l-cyano-l,2-allenes with o-aminobenzyl alcohol afforded a mixture of conjugated 2-enenitriles 594 and dihydro-4H-3,l-benzoxazines 598. On heating to 300 °C, 598 eliminates MeCN to give the 4H-3,l-benzoxazines 599. However, under similar conditions, 594 affords 2-alkyl-3-cyanoquinolines 597 as the major product [269],... 

The o-acylaminobenzylphosphonium salts are available from two ways (1) reduction of o-nitrobenzylphosphonium saltZ with zinc in hydrobromic acid-ethanol (yield 95%). The reductive cleavage of the carbon-phosphorus bond can be avoided by using only two equivalents of reagent (2) condensation of o-aminobenzyl alcohols with triphenylphosphine and hydrobromic acid. 

Condensation of chloromethyldimethylchlorosilane with o-phenylene diamine and o-aminophenol leads almost quantitatively to 4-aza- and 4-oxo-3,3-dimethyl-3-silaquino-line. With aminophenol, it should be noted that the O-Si bond is formed first. This same observation may be made starting from o-aminobenzyl alcohol. 

Other spacers such as ethylene diamine, o-aminobenzyl alcohol, p-hydroxylben-zyl alcohol, and o-hydroxylbenzyl alcohol have also been utilized. The application of some of these spacers will be illustrated in the examples presented later. 

Note 6). The yield of o-aminobenzyl alcohol obtained from the four cells is 62-70 g. (69-78 per cent of the theoretical amount). 

An amide anion simultaneously released by desilylation of Me3SiNR2 is able to add to the aryne and then trapped with an aldehyde. Deployment of this strategy realizes a synthesis of o-aminobenzyl alcohols. 

Scheme 13). In a similar sequence, o-aminobenzyl alcohol under conditions (i) yields the appropriate tricyclic derivative <76M171>. The pyrimido[6,l-i][l,3]benzoxazine (266) can be prepared by treating o-hydroxybenzylamine under conditions (i) (Scheme 14) <76M171>. 

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