5- Hydroxy-3-nitromethyl

Methyl-4-nitro-butanal 2- (6-Methoxycarbonyl-hexyl)-3-nitromethyl-1-oxo-cyclopentan 4-Hydroxy-2- (6-meth-oxycarbonyl-hexyl)-3-nitromethyl-l-oxo-cyclopentan... 

The synthesis of hydroxy- and aminoindolizines has been examined in some detail.30 The reaction of 2-(nitromethyl)pyridine and bromo-acetaldehyde gave 1-nitroindolizine, which was reduced to the corresponding amino compound [Eq. (2)]. 

Although 1-aminoindolizine could be diazotized and coupled with jS-naphthol, both the base and its hydrochloride salt were air- and light-sensitive. Various substituted 1-aminoindolizines have been prepared via a Tschitschibabin reaction from substituted 2-nitromethyl- or 2-acetamidomethylpyridines.31 The l-hydroxy-2-phenylindolizine prepared from 2-hydroxymethylpyridine and phenacyl bromide was isolated as its hydrochloride, but this too was unstable and was characterized as the 0-benzoyl derivative. 

Benzo[c)-l,2-oxaborol l-Hydroxy-3-nitromethyl-1,3-dihydro- XIII/ 3a, 793... 

Benzoesaure 2-Hydroxy-5-(3-oxo-butanoylamino)- XI/2, 20 2-Benzofuran 6,7-Dimethoxy-3-nitromethyl-1-oxo-1,3-dihydro-VI/2, 576 Bernsteinsanre Benzoylamino- IV/lb, 644 2-(2-Hydroxy-benzylidenamino)- XI/ 2, 327... 

D i(3-nitro-S-methyl-4-hydroxyphenyl) -dimethyl methane Or Di(nitromethyl-hydroxy-phenyl) -propane. See 2,2-Bis(3-nitro-5-nethyl-4-hydroxypheny0 propane in Vol 2, p B152-L... 

In the presence of piperidine in benzene, benzaldehyde reacts with diethyl (nitromethyl)-phosphonate to afford at 67% yield of diethyl (2-hydroxy-l-nitro-2-phenylethyl)phos-phonate, presumably as a mixture of diastereoisomers. However, a similar reaction with 4-nitrobenzaldehyde leads to phosphorus-carbon bond cleavage and the formation of 1-nitro-2-(4-nitrophenyl)ethane. The converse procedure, i.e. a reaction which involves a nitroalkane and an (oxoalkyl)phosphonic diester, is also subject to certain restrictions. The base-catalysed nucleophilic additions of nitromethane to dialkyl acetylphosphonates (Scheme 7 R = Me) to give dialkyl [(1-hydroxy-l-nitromethyl)alkyl]phosphonates have... 

A simple one-pot procedure (Scheme 27) for the reductive nitromethylation of aldehydes (42) to nitroalkanes (44) utilizes catalytic amounts of potassium fluoride in propan-2-oI in the formation of the intermediate /3-hydroxy-nitroalkane (43), which can be acetylated and then reduced with sodium boro-hydride to (44). ... 

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