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Nitrogen 2-Nonenal

A solution containing 447 mg (1.38 mmol) of 3-(4-mcthylphenylsulfonyl)-1-nonene, 928 mg (3.19 mmol) of tributyltin hydride, and 10 mg of AIBN. in dry benzene is heated under reflux under an atmosphere of nitrogen for 2 h. Concentration under reduced pressure and chromatography on neutral alumina using benzene as eluant gives the product yield 443 mg (65%) further purification by distillation, bp 136-142X/0.003 Torr. [Pg.361]

Mix 230 ml of dry ethanol with 32.5 g of sodium methoxide under a nitrogen atmosphere until the methoxide is dissolved. Add 110 g of diethyl malonate and stir for 10 min, then add 75 g of 3-nonene-2-one (or equimolar amount of 5,6-dimethylundec-3-ene-2-one for dimethyl-heptyl) keeping the temp below 49° with external cooling. Stir and reflux for 3 hours, cool to room temp, neutralize with coned HCL add (about 45 ml), and let stand for 8-12 hours. Evaporate in vacuo, and dissolve the residue in 1 N HCl acid and 800 ml ethylacetate. Allow to stand to separate the ethyl acetate, then wash it (the acetate) with two 300 ml portions of water and extract with a saturated solution of NaHCOs until a small sample shows no turbidity upon acidification (it will take at least nine 100 ml portion extractions). Combine the NaHCOs extractions and very carefully acidify them with tiny portions of acid. Extract with three 300 ml portions of ether, and remove the ether by evaporation in vacuo after drying with MgS04 to get the methyl-carboxylate. [Pg.75]

Hydroxy-1-nonene was prepared by the following procedure 0.219 mol (25.0 g) of heptaldehyde (Eastman Kodak Co.), distilled prior to use, was stirred in 450 mL of anhydrous ether (Note 2) under a nitrogen atmosphere. The solution was cooled to 0 C with an ice bath and 0.260 mol (260.4 mL) of vinylmagnesium bromide (1.0 M solution in tetrahydrofuran, Aldrich Chemical Company, Inc., 1.2 equiv) was then added dropwise over a 0.5-hr period. The... [Pg.107]

Several routes to cycloalkanes have been developed (Fig. 4). Bolton [29] described the synthesis of azabicyclo[4.3, 0]nonen-8-ones using an intramolecular Pauson-Khand cycliza-tion. The relative stereochemistry was controlled in this cyclization step which proceeded in good yield regardless of whether the nitrogen atom bore an allyl (shown) or propargyl (not shown) substituent. The ene reaction was employed in a route to trans-substituted cyclopentane and cyclohexanes [30], Reductive cleavage from the resin with LiBFL, provided the diol or, alternatively, cleavage with Ti(OEt)4 produced the diester. [Pg.32]

D. 2-Methoxymethoxy-1,3-nonanediol. A 500-mL, single-necked, round-bottomed flask, equipped with a three-way stopcock connected to a bubbler as above and a magnetic stirring bar, is charged with 14.79 g (73.1 mmol) of 2-methoxymethoxy-1-nonen-3-ol (Note 6). The flask is evacuated, then purged with nitrogen, and charged... [Pg.96]

In a 2 liter, 3 necked flask with a stirrer, dropping funnel, thermometer, reflux head, nitrogen stream and mercury manometer (if available) stir 230 ml dry methanol and 32.4g sodium meth-oxide under nitrogen until dissolved. Add llOg diethylmalonate and stir 10 minutes. Add portionwise 75g 90% pure 3-nonene-... [Pg.156]

Liquid phase aldol condensation reaction between heptanal and benzaldehyde is studied over two series of oxynitride catalysts aluminium phosphate oxynitrides AlPON and mixed aluminium gallium phosphate oxynitrides AlGaPON , with increasing nitrogen contents (0-14 wt.% for AlPON and 0 - 16 wt. % for AlGaPON ). The main products are jasminaldehyde and 2-pentyl-2-nonenal. Jasminaldehyde is formed via the cross-aldol condensation reaction between heptanal and benzaldehyde and 2-pentyl-2-nonenal is formed via the self-condensation reaction of heptanal. [Pg.921]

A dry nitrogen-flushed, 25-mL centrifuge tube equipped with a Teflon-coated magnetic stirring bar and capped with a rubber septum was charged with 2.46 g B-trans-l-nonen-... [Pg.313]

Many questions still remain, such as whether extracellular Ap modulates intracellular Ap, or the mechanism by which Ap accumulation leads to synaptic dysfunction. Other factors, such as oxidative stress, which is extensive in AD, may aid the early accumulation of Ap (Butterfield et al., 2(X)2b). AP peptides stimulate oxidative stress by direct and indirect mechanisms. AP-induced oxidative stress may result from an imbalance between reactive oxygen species (ROS) and reactive nitrogen species (RNS), which could react with a number of cellular macromolecular targets including proteins, lipids, carbohydrates, DNA, and RNA. An early marker for oxidative stress is the formation of protein carbonyls, 4-hydroxy-2-tra 5-nonenal (4-HNE) and 3-nitrotyrosme (3-NT), a marker for the nitration of proteins (Butterfield, 2002). Ap peptide can bind to mitochondrial proteins to generate free radicals, or it can promote oxidative stress via neuroinflanunation. Ap peptides stimulate microglial cells to release a neurotoxin, quinoUnic acid, which may also play a role in neurotoxicity (Guillemin et al., 2003). [Pg.490]


See other pages where Nitrogen 2-Nonenal is mentioned: [Pg.205]    [Pg.33]    [Pg.46]    [Pg.73]    [Pg.106]    [Pg.88]    [Pg.592]    [Pg.762]    [Pg.247]    [Pg.353]    [Pg.96]    [Pg.59]    [Pg.49]    [Pg.117]    [Pg.210]    [Pg.136]    [Pg.31]    [Pg.210]    [Pg.594]    [Pg.133]    [Pg.651]    [Pg.2449]    [Pg.228]    [Pg.2520]    [Pg.276]    [Pg.393]   


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