Isolation Processes

MejSiCI - Nal - CH3CN as an Efficient and Practical Reducing Agent for Benzoic Alcohols. A typical procedure for the present reduction is as follows To a mixture of MejSiCI (1.54 ml, 12 mmol), Nal (1.8 g, 12 mmol), and acetonitrile (0.6 ml, 12 mmol) was added a solution of 1-phenylethanol (244 mg, 2 mmol) in hexane (2 ml). The mixture was stirred for 24 h at room temperature. Dilution with water, extraction with ether and subsequent isolation process gave ethylbenzene (158 mg) with sufficient purity in 75% yield. ... 

A modification of the conventional soy protein isolate process has been investigated on a small pilot-plant scale. It is based on the absorption of water from the aqueous protein after extraction at pH 8.5 using temperature-sensitive polyisopyropylacrylamide gels, followed by spray drying to give a 96% protein isolate (111). 

Occurrence, Fermentation, and Biosynthesis. Although a large number of Streptomjces species have been shown to produce carbapenems, only S. cattkja (2) and S. penemfaciens (11) have been reported to give thienamycin (2). Generally the antibiotics occur as a mixture of analogues or isomers and are often co-produced with penicillin N and cephamycin C. Yields are low compared to other P-lactams produced by streptomycetes, and titres are of the order of 1—20 p-g sohdusmL despite, in many cases, a great deal of effort on the optimization of the media and fermentation conditions. The rather poor stabiUty of the compounds also contributes to a low recovery in the isolation procedures. The fermentation and isolation processes for thienamycin and the olivanic acids has been reviewed in some detail (12). 

Most of the fermentation and isolation processes for manufacture of the tetracyclines are described in patents (71,72). Manufacture begins with the cultivated growth of selected strains of Streptomjces in a medium chosen to produce optimum growth and maximum antibiotic production. Some clinically useful tetracyclines (2—4) are produced directly in these fermentations others (5—7) are produced by subjecting the fermentation products to one or more chemical alterations. The purified antibiotic produced by fermentation is used as the starting material for a series of chemical transformations (59). 

Isolate process from sources of incompatible material... 

HBr, phenol, 30 min, heat, 85% yield. 4-Hydroxybenzoic acid has been used in place of phenol to aid in the isolation process. The addition of water to the reaction mixture caused most of the hydroxybenzoic acid derivatives to precipitate, thus greatly simplifying the isolation. ... 

In the isolation process of glucobrassicin hydrolysis products, early observations led to file suggestion fiiat 227 was one of the major metabolites, and the most potent... 

Very little is known about the occurrence of 1-hydroxytryptamine and/or 1-hydroxytryptophan derivatives in living organisms. Many 1-methoxyindole derivatives have been isolated as natural products (87MI629, 88BCJ285, 92H1877, 93MI22) for the simple reason that they are stable under isolating processes. 

Morr, C. V. and Ha, E. Y. (1993). Whey protein concentrates and isolates Processing and functional properties. Grit. Rev. Food Sci. Nutr. 33, 431-476. 

One of the attractive features of SFE with CO2 as the extracting fluid is the ability to directly couple the extraction method with subsequent analytical methods (both chromatographic and spectroscopic). Various modes of on-line analyses have been reported, and include continuous monitoring of the total SFE effluent by MS [6,7], SFE-GC [8-11], SFE-HPLC [12,13], SFE-SFC [14,15] and SFE-TLC [16]. However, interfacing of SFE with other techniques is not without problems. The required purity of the CO2 for extraction depends entirely on the analytical technique used. In the off-line mode SFE takes place as a separate and isolated process to chromatography extracted solutes are trapped or collected, often in a suitable solvent for later injection on to chromatographic instrumentation. Off-line SFE is inherently simpler to perform, since only the extraction parameters need to be understood, and several analyses can be performed on a single extract. Off-line SFE still dominates over on-line determinations of additives-an... 

Importantly, the purple color is completely restored upon recooling the solution. Thus, the thermal electron-transfer equilibrium depicted in equation (35) is completely reversible over multiple cooling/warming cycles. On the other hand, the isolation of the pure cation-radical salt in quantitative yield is readily achieved by in vacuo removal of the gaseous nitric oxide and precipitation of the MA+ BF4 salt with diethyl ether. This methodology has been employed for the isolation of a variety of organic cation radicals from aromatic, olefinic and heteroatom-centered donors.174 However, competitive donor/acceptor complexation complicates the isolation process in some cases.175... 

Red phosphorus in an aqueous basic medium has also been used in the preparation of a-hydroxyphosphonites (Figure 2.7).23 Aromatic and a,p-unsaturated aldehydes added to the reaction mixture undergo nucleophilic attack by the intermediate phosphine species in a manner reminiscent of the approach of Pudovik and Arbuzov24 using partially esterified phosphites and aldehydes. Reaction of the red phosphorus suspension is noted to be enhanced by the use of ultrasonication an excess of elemental phosphorus is used, and excess unreacted red phosphorus must be removed by filtration in the product isolation process. 

Vinvlbenzvl Bromide—Vinylbenzyl chloride (30 g 0.196 mol) and tetrabutylammonium bisulfate (2.2 g 0.007 mol) were added to a solution of sodium bromide (210 g 1.96 mol) in 500 mL of distilled water and stirred for 5.5 hr at 50°c. The mixture was cooled to room temperature and the aqueous phase was separated from the organic phase and washed with dichloromethane. The two organic phases were combined, dried over magnesium sulfate, stripped of solvent, and stirred at 50°C with additional tetrabutylammonium bisulfate (0.71 gj 0.002 mol) and sodium bromide (72.1 g 0.700 mol) in 70 mL of distilled water for 16 hr. The isolation process was repeated and distillation of the organic phase under reduced pressure (92°C/1.5 mm Hg) gave 25.5 g (66% of theory) of a pale yellow liquid. 

The second law states that actual isolated processes occur in the direction of decreasing quality of energy. 

Zheng, Z Levin, RE Pinkham, JL Shetty, K. Deeolorization of polymerie dyes by a novel penieillium isolate. Process Biochemistry, 1999 34, 31-37. 

The isolation of Catharine (10), C45H54N40,o, mp 271-275°C, an on-colytically inactive alkaloid, has been reported from several Catharan-thus species C. roseus (29-31), C. ovalis (32), and C. longifolius (33). The structure of Catharine (10) has been elucidated by X-ray crystallography (89-91) of its acetone solvate. Catharine (10) can be obtained by mild oxidation of either leurosine (11) (30) or anhydrovinblastine (8) (92-93). In view of the ease of this oxidation, Catharine (10) may be considered as an artifact of the isolation process. 

Developing an isolation approach is an activity that is frequently overlooked or addressed as an afterthought. However, solubility and stability data may dictate the development of a chromatographic method that requires the elaboration of the isolation, that is, it is more complicated than a simple evaporation of the mobile phase. The development of the chromatographic process should be linked to and interactively codeveloped with the isolation. Ideally, the isolated impurity sample should not contain other compounds or artifacts, such as solvents, mobile-phase additives or particulate matter from the preparative chromatography, as they may interfere with the structure elucidation effort or adversely affect the stability of the impurity during the isolation process. Therefore, it is preferable to avoid or minimize the use of mobile-phase additives. However, should this prove to be impossible, the additive used should be easy to remove. The judicious choice of mobile phase in the HPLC process increases the ability to recover the compound of interest without or with minimum degradation. The most common... 

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