D-Tartrate

Place a mixture of 125 ml. of A.R. benzene and 32 -5 g. of di-re-butyl d-tartrate (1) in a 500 ml. three-uccked flask, equipped with a Hershberg stirrer (Section 11,7) and a thermometer. Stir the mixture rapidly and add 58 g. of lead tetra-acetate (Section 11,50,15) in small portions over a period of 20 minutes whilst maintaining the temperature below 30° by occasional cooling with cold water. Continue the stirring for a further 60 minutes. Separate the salts by suction filtration and wash with two... 

The purified commercial di-n-butyl d-tartrate, m.p. 22°, may be used. It may be prepared by using the procedure described under i o-propyl lactate (Section 111,102). Place a mixture of 75 g. of d-tartaric acid, 10 g. of Zeo-Karb 225/H, 110 g. (136 ml.) of redistilled n-butyl alcohol and 150 ml. of sodium-dried benzene in a 1-litre three-necked flask equipped with a mercury-sealed stirrer, a double surface condenser and an automatic water separator (see Fig. Ill, 126,1). Reflux the mixture with stirring for 10 hours about 21 ml. of water collect in the water separator. FUter off the ion-exchange resin at the pump and wash it with two 30-40 ml. portions of hot benzene. Wash the combined filtrate and washings with two 75 ml. portions of saturated sodium bicarbonate solution, followed by lOu ml. of water, and dry over anhydrous magnesium sulphate. Remove the benzene by distillation under reduced pressure (water pump) and finally distil the residue. Collect the di-n-butyl d-tartrate at 150°/1 5 mm. The yield is 90 g. 

Tartar emetic was the subject of controversy for many years, and a variety of iacorrect stmctures were proposed. In 1966, x-ray crystallography showed that tartar emetic contains two antimony(III) atoms bridged by two tetranegative D-tartrate residues acting as double bidentate ligands to form dipotassium bis[D-p.-(2,3-dihydroxybutanedioato)]diantimonate [28300-74-5] (41). 

Methyl-d-Anhalonidine, C13H19O3N. From a selected fraction of bases in the mother liquors from the working up of mescal buttons Spath and Bruck (1939) isolated this base as the crystalline d-tartrate. It is an oil, b.p. 140°/0-05 mm. (bath temp.), + 20-7° (MeOH),... 

The following results were found for the d-isomeride isolated from the mother liquors of the Z-base hydrogen d-tartrate and purified by conversion into and crystallisation as the hydrogen Z-tartrate. Base, oil, Md + 174 2° (CHCI3) hydrogen Z-tartrate, m.p. 208-9° (dec.), [aju + 75 5° (H3O). 

For the separate determination of the four principal components in the total alkaloids, the method in general use is based on the isolation of quinine and cinchonidine as d-tartrates, of cinchonine as the base in virtue of its sparing solubility in ether, and of quinidine as the hydriodide. Types of this method have been described by Chick, and special modifications designed for use in the analysis of totaquina are given in the British Pharmacopoeia 1932 and in a special report by the Malaria Commission of the League of Nations. Goodson and Henry have critically examined this process and shown that, with care, it gives satisfactory... 

The first product in the Spath and Gohring synthesis is d/-i/i-ephedrine, m.p. 118-9°, which was resolved, by crystallisation of the d-tartrate and Z-tartrate in succession, into Z- and [Pg.641]

A ferroelectric crystal is one that has an electric dipole moment even in the absence of an external electric held. This arises because the centre of positive charge in the crystal does not coincide with the centre of negative charge. The phenomenon was discovered in 1920 by J. Valasek in Rochelle salt, which is the H-bonded hydrated d-tartrate NaKC4H406.4H 0. In such compounds the dielectric constant can rise to enormous values of lO or more due to presence of a stable permanent electric polarization. Before considering the effect further, it will be helpful to recall various dehnitions and SI units ... 

Two mols, for example, 270 grams, of racemic a-methylphenethylamine base are reacted with one mol (150 grams) of d-tartaric acid, thereby forming dl-a-methylphenethylamine d-tartrate, a neutral salt. The neutral salt thus obtained is fully dissolved by the addition of sufficient, say about 1 liter, of absolute ethanol, and heating to about the boiling point. The solution is then allowed to cool to room temperature with occasional stirring to effect crystallization. The crystals are filtered off and will be found to contain a preponderance of the levo enantiomorph. 

The residual solid in the mother liquors is repeatedly and systematically crystallized, yielding a further fraction of 1-a-methylphenethylamine d-tartrate which may be purified by recrystallization. d-a-Methylphenethylamine may be readily recovered from the mother liquors by the addition of tartaric acid thereto for the formation of acid tartrates and separation of d-a-methylphenethylamine d-bitartrate by crystallization. 

The free base of either optical isomer may be obtained by addition to the d-tartrate in the case of the levo isomer and the d-bitartrate in the case of the dextro isomer of alkali in excess, as, for example, by the addition of an aqueous solution of caustic soda, which will cause the base to separate as an oil which may be recovered and purified by any well-known procedure. The base is exactly neutralized with sulfuric acid to give the sulfate. 

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