O-Methylhydroxylamine hydrochloride

Recently a quantitative method for the determination of carbonyl groups in oxidized xylan has been developed.106 The method involves the reaction of the carbonyl group with O-methylhydroxylamine hydrochloride to form the corresponding oxime with the liberation of one mole of titratable acid. 

O-Methylhydroxylamine hydrochloride (0.4mol) and lOg 3A molecular sieves were added to a solution of the product from Step 1 (0.1 mol) dissolved in 50 ml methyl alcohol and the mixture stood at ambient temperature 16 hours. The solution was concentrated, the residue partitioned between methyl t-butyl ether and water, the organic phase washed, dried, concentrated and the product isolated in 100% yield as 1 1 E/Z isomer mixture. H-NMR data supplied. (Note 3)... 

Hydroxylamine, o-methyl-, hydrochloride. See o-Methylhydroxylamine hydrochloride Hydroxylamine sulfate CAS 10039-54-0 EINECS/ELINCS 233-118-8 UN 2865 (DOT)... 

Methoxy-4-allylphenol. See Eugenol Methoxyamine, hydrochloride. See o-Methylhydroxylamine hydrochloride 2-Methoxy-1-aminobenzene. See o-Anisidine 4-Methoxy-1-aminobenzene. See p-Anisidine 2-Methoxy-1-aminobenzene hydrochloride. See o-Anisidine hydrochloride 4-Methoxy-1-aminobenzene hydrochloride. See p-Anisidine hydrochloride 6-Methoxy-2-aminobenzothiazole. See 2-Amino-6-methoxybenzothiazole... 

Methoxylamine hydrochloride. See o-Methylhydroxylamine hydrochloride Methoxymethane. See Dimethyl ether (Methoxymethoxy) cyclododecane. See Formaldehyde methyl cyclododecyl acetal... 

Methyl-4-(a-hydroxyisopropyl) benzene. See Tri methyl benzyl alcohol 1-Methyl-3-hydroxy-4-isopropyl-6-chlorobenzene. See Chlorothymol o-Methylhydroxylamine hydrochloride CAS 593-56-6 EINECS/ELINCS 209-798-7 UN 1759... 

BSTFA is the most widely used reagent for trimethyl-silylation. The reagent was first prepared by Stalling et al. [29], and is now available from a large number of proprietary sources, both as the pure compound and mixed with catalysts, commonly TMCS. Other catalysts that have been used with BSTFA include trifluoroacetic acid [30, 31], hydrogen chloride [32], potassium acetate [33, 34], piperidine [35, 36], O-methylhydroxylamine hydrochloride [37] and pyridine [31, 38]. Pyridine is especially useful as a solvent on account of its ability... 

Several methods have been reported for the synthesis of 0-aLkylhydroxylamines . O-Methylhydroxylamine la can be prepared by a one-step procedure or can be obtained from its commercially available hydrochloride salt . Methods for the preparation of O-(nitrophenyl) hydroxylamines have been reviewed. They are stable and commercially available. 

On successive treatment with trimethyloxonium tetrafluoroborate, triethylamine and aqueous acid, oxime acetate 83 prepared from cyclohexanone oxime and Ac20 yields a-acetoxy ketone 87 (Scheme 7). A similar result is obtained with other symmetric ketones including 4-heptanone, deoxybenzoin and dibenzyl ketone. 87 can also be formed by the reaction of cyclohexanone and O-acetyl-Af-methylhydroxylamine hydrochloride upon hydrolysis. If the reaction time is prolonged prior to hydrolysis, ketoamide 89 is isolated as the main product. The key step of the reaction is the [l,3]-acetoxy shift of 7V-acetoxyenamine 85 to the a-acetoxyimine 86. The formation of 89 provides support for the intermediacy of acetoxyimine 86 in the reaction sequence. The evidence available suggests that the [l,3]-acetoxy migration proceeds via a Claisen-type rearrangement (Scheme 7)78. 

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