5-Nitro-2- -benzoate

Alcohol B.P. M.P. 3 6>Dlnltro-benzoate p-NItro- benzoate Phenyl- urethane... 

Phenol B.P. M.P. Bromo Com. pound Acetate Benzoate p-NItro benzoate 3 5 D. nltro- benzoate Aryloxy- acetic Acid NN-DI- phenyl- carba- mate N-O- naphthyl carba- mate p-Tolu- enesul- phonate 2 4- Dlnltro- phenyl Ether... 

In einer Stromungszelle mit Platin-Netzelektrode labt sich Kalium-4-nitro-benzoat in 4,4 -Dicarboxy-hydrazobenzol umwandeln (0,02m — KOH/KC1 —0,94 V)4. 

Alcohol B.P. Benzoate />-Nitro- benzoate S S-Dinitro- benzoate Phenyl- urethane a-Naphthyl. urethane Other Derivatives... 

Scheme 3.37 describes gas-phase generation of m-benzyne anion (the distonic anion-biradical) from m-bis(trimethylsilyl) benzene (Wenthold et al. 1994, 1996 Wenthold and Squires 1998). The same anion-biradical is formed from isophthalic acid under the same conditions (Reed et al. 2000). Particularly, the reaction of m-bis(trimethylsilyl) benzene with fluoride ion, followed by treatment of the formed trimethylsilyl phenyl anion with fluorine in helium, produces the anion-biradical mentioned. The latter is transformed into the corresponding nitro benzoate anion through the addition of CO2 and NO2 (Scheme 3.37). 

In one method, p-nitrobenzoic aeid is converted to the corresponding p-nitrobenzoyl chloride, which is allowed to interact with 2-dimethylamino-ethanol. The product of this reaction is 2-diethylaminoethyl- /7-nitro-benzoate, which is reduced to yield procaine. 

The solid-phase synthesis of oligosaccharides is usually performed using acid-resistant linkers and protective groups, because of the slightly acidic reaction conditions required for glycosylations (Section 16.3). Hydroxyl group protection is conveniently achieved by conversion into carboxylic esters, such as acetates, benzoates, or nitro-benzoates. Support-bound esters of primary or secondary aliphatic alcohols can be cleaved by treatment with alcoholates [97-99] (Table 7.8), with DBU in methanol, with hydrazine in DMF [100] or dioxane [101], or with ethylenediamine [102], provided that a linker resistant towards nucleophiles has been chosen. 

In another study (117), hydride reduction (LiBHlsec-BuJg ) of the -nitro-benzoate diketone 409 gave the carbonate enone lactone 410 in high yield. Reduction of -nitrobenzoate ester must have produced the hemi-ketal inter-... 

Nitro- benzoate °C Phenyl- urethan °C 1- Hydrogen Naphthyl- 3-nitro-urethan phthalate °C °C O-Alkyl Other saccharin derivatives °C °C ... 

The sirupy oxidation product from methyl jS-u-arabinoside formed a crystalline methanolate, which was recrystallized unchanged from methanol, was distilled without loss of methanol, and formed a mono-p-nitro-benzoate. Treatment with water gave the original sirupy hemialdal. Reaction of the oxidation product from methyl a-D-xylopyranoside with methanolic hydrogen chloride caused complex optical-rotational changes these were interpreted as formation of, and equilibria between, the tri-methoxy-dioxane (25) isomers derived from the hemialdal form of the oxidation product. 

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