Triethylammonium hydrogen

This easily prepared lipophilic 5 -phosphate protective group is cleaved by NCS oxidation (dioxane, triethylammonium hydrogen carbonate, 2 h, rt) followed by ammonia-induced j3-elimination. ... 

Triethylammonium hydrogen fluorides (Et,N - nHF complexes, n = 4 6) allow the fluorocyclization of unsaturated aldehydes such as 2,6-dimethylhcpt-5-enal (7) to livc-mem-bered cyclic fluoro alcohols, such as 8 and 9 (yields 55-81 %).39s... 

The triethylammonium hydrogen undecacarbonyltri-ferrate, [Et3NH][HFe3(CO)n], formed in this reaction is a deep red oil at 80° but solidifies when the mixture is cooled. The air-stable solid is washed several times with water and then dissolved in about 600 ml. of methanol. 

A-(4-sulfonic acid) butyl triethylammonium hydrogen sulfate... 

Chloromethoxy-1,2,2 2-tetrafluoroethane is converted by triethylammonium fluoride or piperidine hydrogen fluoride to fluoromethoxy 1 2,2,2-tetra-fluoroethane in greater than 60% yield Piperidine hydrogen fluoride or butyl-ammonium fluoride can convert methoxy-l-chloro-2,2,2-trifluoroethane to methoxy-1,2,2,2-tetrafluoroethane in 80% yield [79]... 

There are relatively few reports of phase-transfer catalysed syntheses of phenols from activated haloarenes using quaternary ammonium salts, presumably because of the instability of the ammonium salts under the reaction conditions. A patented procedure for the conversion of, for example, 2,6-dichloropyridine into 6-chloropyrid-2-one (98%) using aqueous sodium hydroxide in the presence of benzyl-triethylammonium chloride at 120-150°C has been filed [32], A possible route to the phenols, however, comes from the observed reaction of phenols with potassium carbonateipotassium hydrogen carbonate to yield the aryl carbonates (80-85%) using the procedure described for the preparation of dialkyl carbonates (3.3.13) [50]. 

The triethylamine is used to trap any hydrogen chloride present as the insoluble triethylammonium chloride which is collected in the glass wool filter. A reagent grade of triethylamine (b.p. 88°) was distilled from calcium hydride prior to use. 

Inhibitors have been used to investigate the biosynthesis of 1,2-dihydroneuro-sporene [l,2,7,8-tetrahydro-i/, i/f-carotene (143)] and related 1,2-dihydro-carotenoids in Rhodopseudomonas viridis, and possible alternative sequences are presented.The C-1,2 hydrogenation reaction is inhibited by CPTA [2-(4-chlorophenylthio)triethylammonium chloride], a compound known to inhibit cyclization and C-1,2-hydration in other systems, thus indicating possible similarity of the reactions involved. 

Another possible method for the selective introduction of thioamide bonds into cyclic peptides is the use of oxazoles. 513-515 The oxazoles, which can be generated in serine- or threonine-containing peptides by the use of the Burgess reagent [(methoxycarbonyl-sulfamoyl)triethylammonium hydroxide inner salt) or under Mitsunobu conditions (see Section 6.8.5.2.2.2), are thionylated with hydrogen sulfide and triethylamine. A disadvantage of this method is that it is limited to serine- and/or threonine-containing peptides. 

Ion-pair chromatography has also been used for the separation of aspartame from other sweeteners. The ion-pair reagents commonly used are triethylammonium phosphate (32), tetra-ethylammonium hydroxyde (47), tetrapropylammonium hydroxide (40), pentanesulfonate (52), tetrabutylammonium phosphate (34), tetrabutylammonium hydrogen sulfate (66), and tetrabutyl-ammonium p-toluenesulfonate (24). 

A corroboration of the key role of the intermediate cation 291 is the observation of a sharp yield increase of disproportionation products 297 and 298, compared to their direct formation from salt 280 on treatment of dimer 281 with catalytic amounts of triethylammonium perchlorate, which acts as the protonating agent generating intermediate 293. The formation of unsaturated dimers 296 is possible not only by the direct hydride transfer, followed by deprotonation of dimeric salt 294 (pathway a, Scheme 16), but also by equivalent 1,5-hydrogen transfer in the ortho-quinonoid intermediate 295 formed by deprotonation of the acidic methine group in intermediate 291 (pathway b). 

Triethylamine hydrogen peroxidate, 2565 Triethylammonium nitrate, 2575 Triethylantimony, 2569 Triethylarsine, 2552 Triethylbismuth, 2556 Triethylborane, 2554 f Triethyl borate, 2555... 

The phenolic OH group can be removed by Pd-catalysed hydrogenolysis of its triflate 522 with triethylammonium formate [261]. Naphthol can be converted to naphthalene by the hydrogenolysis of its triflate. The Ni-catalysed reduction of aryl mesylates 523 is possible using MeOH and Zn as the hydrogen donor [262]. Smooth removal of phenol groups as triflates and mesylates is not possible by any other means. 

Octakis[f-butyl]-l,2,3,4,5-telluratetrastannolane1 All operations are performed under an argon atmosphere with oxygen-free solvents. Hydrogen telluride is passed for 1 h through a solution of 5.0 g (4.2 mmol) of 1,4-diiodo-l, 1,2,2,3,3,4,4-octakis[f-butyl]tetrastannane n a mixture of 100 ml of toluene and 1 ml of triethylamine. The mixture is then filtered to remove precipitated triethylammonium iodide, the solvent is evaporated from the filtrate, and the residue is recrystallized from chloroform/hexane yield 2.4 g (55%) m.p. 170° (dec.). 

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