Methanol ethers

Crystd from methanol by adding dry ether to a ratio of 1 1 and cooled at 0°. Filter off the crystals in a cold room, wash with methanol/ether (1 2), then dry in a vacuum. [Hunter and Ludwig J Am Chem Soc S4 3491 1962.] The, free base has b 90-91 °/765mm, d 0.867, n 1.403 [Hunter and Ludwig Methods Enzymol 25 585 1 973.]... 

Hydroperoxy-lanostenyl acetate The sample solution is applied and then treated with 5% iron(II) ammonium sulfate in water — methanol — ether (2 -t-1 -t-1) 11-Oxolanostenyl acetate is formed [34]... 

The azido alcohol is dissolved in a minimal amount of dry pyridine and cooled in an ice bath. Methanesulfonyl chloride (1 ml/g of azido alcohol) is added to the cold solution. The reaction mixture is allowed to stand at 0° for 24 to 72 hr. The reaction mixture is processed by pouring into ice water and either filtering the product, if possible, or by extraction with an organic solvent. Methanol or methanol-ether have been used to recrystallize the crude azido mesylates. 

The product, isolated as above, is dissolved in pentane solution and chromatographed on 100 g of alumina. The initial fraction eluted with pentane, yields 1.02 g (48%) of 2,2-dimethyl-5a-cholestan-3-one mp 111-113°, after crystallization from ether-methanol. The subsequent fraction, eluted with pentane and pentane-benzene (9 1) gives 0.12 g (6%) of 2a-methyl-5a-cholestan-3-one mp 119-120°, after crystallization from methanol-ether. 

Aj Preparation of 3-Chloromethyl-6-Chloro-7-Sulfamyl-3,4-Dihydro-Benzothiadizine-1,1-Dioxide—Jo 8 ml of 40-50% chloroacetaldehyde aqueous solution and 7 ml of dimethyl-formamide are added 10 grams of 2,4-disulfamvl-5-chloroaniline. The mixture is heated on a steam bath for 2 hours after which it Is concentrated at reduced pressure. The residue Is triturated with water. The solid material is recrystallized from methanol-ether after-treatment with activated carbon to give 7.2 grams of product, MP 229°-230°C. 

The basic ester may be dissolved in anhydrous ether and then precipitated by adding a slight excess of a solution of dry hydrogen chloride in ether and the hydrochloride salt may be isolated as an amorphous, glasslike product, which could be crystallized from anhydrous acetone or from methanol-ether. In this manner there was obtained as a stable, crystalline, colorless substance -dimethylaminoethoxyethyl phenothiazine-10-carboxylate hydrochloride, one sample of which melted at 161°-163°C with decomposition. 

The di-tertiary base thus obtained is dissolved in ether and the solution Is saturated with hydrogen chloride gas. After isolation and reprecipitation from methanol-ether there Is obtained the dihydrochloride melting at 170°Cto 174°C. 

After separation of the catalyst the product was concentrated until dry, the residue was triturated with acetone, the resulting crystallizate was removed by suction and washed with acetone. The yield of N,N -bis-(2-(3, 4 -dihydroxyphenyl)-2-hydroxyethyl]-hexamethylene-diamine-dichlorohydrate was 3.3 grams, i.e., 92% of the theoretical value. A quantity of 2.8 grams having a melting point of 197,5° to 198°C was obtained by precipitation from a mixture of methanol-ether. 

From the reaction of 5-0-benzoyl-l,2-0-isopropylidene-o -D-en/t/iro-pentofuranos-3-ulose (prepared in 80% yield by oxidation of 5-0-benzoyl-l,2-0-isopropylidene- -D-xylofuranose (35,36) with ruthenium tetroxide) with an excess of diazomethane in methanol-ether, two main products (m.p. 44°-45°C. and 76°-77°C.), both epoxides, could be isolated by chromatography of the product on a silica column. An... 

The methanol-ether filtrate has a slight yellow color. It is not known what impurity is removed by this solvent pair. However, the submitters found that this treatment improved the yield of several aryl fluorides prepared according to the present procedure. 

The importance of solvent effects has been outlined in Section 2.2.1. An illustration with some of the fluoroionophores described in this section is given in Table 2.2. For alkali and alkaline-earth metal ions, the stability constants are higher in acetonitrile than in methanol these cations are indeed hard and have a stronger affinity for oxygen atoms (hard) than for nitrogen atoms (soft). In contrast, the soft silver atom has a strong affinity for nitrogen atoms and no complexation is observed in acetonitrile, whereas complexes in methanol, ether, and 1,2-dichloromethane are formed. 

Solvent polarity has a strong influence on the yield of rearranged products as indicated in Table 1 for the PFR of phenyl benzoate (14) in several solvents [31]. Polar solvents favor the rearrangement, whereas nonpolar solvents favor phenol formation. An experiment carried out with methanol-ether mixtures... 

Table 2 Product Distribution in the Irradiation of 14 in Methanol-Ether Mixtures...

Probably because of its conjugation with the cyclobutene moiety, the DPMA group in the protected amino acids 109 demonstrated an increased stability towards hydrolysis. Nevertheless, deprotection was achieved under acidic conditions [oxalic acid/water in methanol/ether or aluminum trichloride/water (1 2... 

Clauszoline-K (98) was transformed quantitatively to clausine C (clauszoline-L) (101) by treatment with manganese dioxide and potassium cyanide in methanol. Ether cleavage of clausine C (101) gave clausine M (102), while saponification of the ester led to clausine N (103) (Scheme 5.150). 

Dairy Fat extracted by methanol/ether clean up by GPC, GC-ECD 7 g/kg No data Fehringer... 

Compound 177 was purified through the corresponding methyl /3-L-glucopyranoside by treatment with methanol, ether, and silver carbonate (overall yield 42%). The same reaction was applied186 to methyl 5-0-benzoyl-2,3-0-isopropylidene-a-D-lyxofuranoside (178), which gave the bromide 180 (crude yield 98%). Evidently, com-... 

The H2-bme-daco is a pale yellow oil (may also be light pink) and is soluble in toluene, benzene, methanol, ether, and chloroform. The HNMR spectrum in CDC13 shows a quintet at 1.65, 4H, broad singlet at 2.15, 2H, a broad intense multiplet at 2.75, and a multiplet at 2.95, 4H. Mass spectrum m/z = 235. 

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