Sulfation reactions hydroxy amides

Deoxygenation. vic-Diols are converted to alkenes via cyclic sulfates, i.e., reaction of the latter with PhjP-l2 at room temperature. This reagent combination together with imidazole can be used to transform a-hydroxy amides to nitriles. ... 

Unsaturated ethers, RCH = CHCH20CHj, have been prepared from the corresponding allylic alcohols and dimethyl sulfate in the presence of sodium amide (60-80%). Acetylenic ethers are made in a similar manner from acetylenic alcohols. The hydroxyethylation of phenols with ethylene sulfite or ethylene carbonate appears to be a promising reaction for the formation of hydroxy ethers of the type ROCH,CHjOH. ... 

A patent (726) has described the preparation of 2methyl-pyrazine by reaction with ammonia and air at 350° over a catalyst containing vanadium pentoxide and potassium sulfate a series of cyanomethylpyrazines has been prepared from the corresponding methylpyrazines by reaction with sodium amide in liquid ammonia followed by Af-methyl-A -phenylcyanamide in dioxane (644). 2-Hydroxyiminomethylpyrazine has been prepared from 2-methylpyrazine, sodium amide, and liquid ammonia with butyl nitrite (727, 728), and 2-hydroxy-iminomethyl-3,6-dimethyI-5-pentylpyrazine similarly from 2,3,5-trimethyl-6-pentylpyrazine (648). Nitrones (28) have been prepared from 23-and 2,5-dimethyl-and tetramethylpyrazine through the substituted methylpyridinium (perchlorates) (27) by reaction with p-nitroso-A, fV-dimethylaniline (729). Dehydrogenation of ethylpyrazine at 600° over a calcium cobaltous phosphate catalyst gives 2-vinyl-pyrazine (658). 

OXAMMONIUM SULFATE (10039-54-0) A strong oxidizer. Heat or friction may cause explosive decomposition. Violent, possibly explosive, reaction occurs with caustics, reducing agents, or combustible materials. Reacts with alkaline materials, forming unstable hydroxy-lamine may cause explosive decomposition. Incompatible with sulfuric acid, caustics, aluminum, ammonia, alkylene oxides, aliphatic amines, alkanolamines, amides, isocyanates, magnesium, organic anhydrides, vinyl acetate, epichlorohydrin. 

To a solution of 0.486 g (25,55)-5-a>propenyl-l-[3-(2-trimethylsilanylethoxy-carbonyl)propionyl]pyrroUdine-2-carboxylic acid 2-trimethylsilanylethyl ester (1.07 mmol) in 100 mL THF at -78°C under argon was slowly added 3.21 mL 0.5 M potassium bis(trimethylsilyl)amide in toluene (1.61 mmol). A pale orange solution was formed, which was allowed to warm to room temperature over 2 h. The reaction was then quenched with 0.31 mL glacial acetic acid (5.5 mmol), and the solvent was evaporated. The residue was triturated with Et20 and filtered, and the filtrate was dried over sodium sulfate and evaporated to yield an orange oil, which was purified by column chromatography (EtOAc/hexanes, 1 4) to yield 0.188 g (35,9/ )-8-hydroxy-5-oxo-3-m-propenyl-l,2,3,5,6,8a-hexahydroindolizine-7-carboxylic acid 2-trimethylsilanylethyl ester as an unstable colorless solid, in a yield of 52%. 

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