Alpha-methyl ether

Morinda citrifolia L. M. officinalis L. Je Shu Ba Ji Tian (root) Dihydroxy methyl anthraquinone, glucoside morindin, rubichloric acid, alizarin, alpha-methyl ether, rubiadin-I-methyl ether, tannins, morindadiol, masperuloside, soranjudiol, nordamnacanthal.50-424 Treat beri-beri, cancer, lumbago, cholecystitis, increase leukocyte count, stimulate endocrine system. 

Replacement of hydrogen with halogen can be carried out in the alpha position of fluorinated ethers, amines, aldehydes, or nitriles In 2,2,3,4,4,4 hexafluoro-bulyl methyl ether, chlorination occurs predominantly at the methyl, however, bromination occurs mostly at the internal position of the fluorobutyl group 133] (equation 20)... 

Reduction of 16-keto-17(0i)-hydroxyestratrienol-3-methyl to 16,17-dihydroxyestratrienol-3-methyl ether A solution of 800 mg of the alpha ketol methyl ether in 100 cc of ethanol and 10 cc of acetic acid was carefully maintained at 40°C (water bath), and 200 g of freshly prepared sodium amalgam (2%) were added in small pieces with efficient swirling. Before all of the amalgam had been added, a precipitation of sodium acetate occurred, and at this point an additional 100 cc of 50% acetic acid were added. After all the reducing agent had been added, the mixture was transferred to a separatory funnel with ether and water. 

This ester (70 g) and diethyl carbonate (250 mg) were stirred at 90°C to 100°C while a solution of sodium ethoxide [from sodium (7.8 g) and ethanol (1 54 ml)] was added over 1 hr. During addition, ethanol was allowed to distill and after addition distillation was continued until the column heat temperature reached 124°C. After cooling the solution to 90°C, dimethyl sulfate (33 ml) was followed by a further 85 ml of diethyl carbonate. This solution was stirred and refluxed for 1 hr and then, when Ice cool, was diluted with water and acetic acid (10 ml). The malonate was isolated in ether and fractionally distilled to yield a fraction boiling at 148°C to 153°C/0.075 mm, identified as the alpha-methyl malonate. This was hydrolyzed by refluxing for 1 hr at 2.5N sodium hydroxide (350 ml) and alcohol (175 ml), excess alcohol was distilled and the residual suspension of sodium salt was acidified with hydrochloric acid to give a precipitate of the alpha-methyl malonic acid. This was decarboxylated by heating at 180°C to 200°Cfor 30 minutes and recrystallized from petroleum ether (BP 80°C to 100°C) to give 2-(2-fluoro-4-biphenylyl)propionic acid, MP 110°C to 111°C. 

A (Alternative) JCS 3175(1952). 2 g 3-indolyl-acetic acid (preparation given elsewhere here), 1.55 g freshly fused sodium acetate, 5 ml acetic anhydride. Heat 135-140° on oil bath for eighteen hours cool, wash with water and extract with CHCl3-ether (1 4). Wash organic phase with 3X20 ml saturated KHC03 and dry, evaporate in vacuum to get the l-acetyl-3-indolyl-acetone, which can be reduced to the alpha-methyl-tryptophol derivative with lithium aluminum hydride, and then converted to the dialkyl-tryptamine as already described (as can (I)), or used in step B, or reduced to (I) as follows dissolve 1 g in 1 ml 1 N Na-methoxide in methanol and 60 ml methanol, and keep at 40° for 10 minutes acidify with dilute HC1 and extract with ether. Dry, evaporate in vacuum to get (I) (recrystallize-methanol). 

Drew, R.T., Laskin, S., Kuschner, M., and Nelson, N. Inhalation carcinogenicity of alpha halo ethers. I. The acute inhalation toxicity of chloromethyl methyl ether and bis(chloromethyl)ether, Arch. Environ. Health, 30(2) 61-69, 1975. 

Among the hydroformylated l-methyl-4-[alpha-alkoxy-isopropyl]-l-cyclohexenes, i.e. 8-methoxy-p-menthan-2-carboxyaldehyde, the methyl ether 36 (Eq. 15.3.4) smells mangofruit-like and might be used as a perfumery material. The ethyl derivative has a green citrous fragrance, the propyl one has a fresh grass flavour and the butyl one smells woody. 

Methanol reacts with limonene over acidic catalysts in a batch reactor to 1-methyl-4-[alpha-methoxy-isopropyl]-l -cyclohexene (alpha-terpinyl methyl ether) as the main reaction product (see Eq. 15.3.3 R- = CH3-). Besides the desired methoxylation, isomerisation reactions leading to terpinolene and traces of alpha-and gamma-terpinene can be observed. Furthermore, the addition of methanol to the methylterpinylether leads to the undesired cis- or trans-1,8-dimethoxy-p-menthane. The amount of unidentified products does not exceed 1%. At high temperatures and long reaction times the reverse reaction of the alpha-terpinyl methyl ether and the other addition products to limonene and its isomers can be observed. The reaction scheme of the alkoxylation oflimonene is illustrated in Equation 15.3.5. 

At the limonene conversion of about 60% and a reaction temperature decreased to 40 °C, selectivities higher than 95% are achieved. A temperature lower than 40 °C causes a noticeable decrease of the limonene conversion. In spite of this, selectivity to alpha-terpinyl methyl ether remains on the same level of about 95%. The product distribution is nearly the same as in the batch reactor. 

Methoxylation of alpha-pinene in the continuous flow-type apparatus with an integral fixed bed reactor over beta zeolite as catalyst shows very similar results as in the batch reactor. The dependence of alpha-pinene conversion and selectivity to the alpha-terpinyl methyl ether on temperature and time-on-stream are in agreement with observations for limonene methoxylation. 

For mixtures of methanol and alpha-pinene, the highest yield of corresponding alpha-terpinyl methyl ether is only of about 50% (conversion 99%, selectivity 51%) in both reactor types, as several bicyclic and double addition products are formed in parallel. The selectivity of all additional products can reach values of about 85%. 

C13H140 propyl 1-naphthyl ether 20009-26-1 566.65 50.323 1,2 26207 C13H180 alpha-methyl-4-isopropylbenzenepropanal 103-95-7 543.15 48.045 1,2... 

Anol and Anethole.—The para hydroxyl derivative of alpha-phenyl propene is known as anol. The methyl ether of anol is known as anethole. ... 

Eiigenole and Safrole.—The chief constituent of a more common essential oil is eugenole which occurs in oil of cloves. It is the monomethyl ether of di-hydroxy 7-phenyl propene in which the methoxy group is meta and the hydroxyl group is para to the propene chain. It is thus a propene derivative of the mono-methyl ether of pyro-catechinol. The alpha isomer is known as iso-eugenole. 

Assay of semisynthetic codeine base with simultaneous determination of. alpha.-codeimethine and 06-codeine methyl ether as by-product impurities by high-performance liquid chromatography Ayyangar, N. R. Bhide, S. R. Kalkote, U. R. 

Abbreviations for the polymeric units in Table 2.10 (C H )- - phenyl ring, a-MS - alpha-methyl styrene, AN, acrylonitrile, BMA - butylmethacrylate, CHMA - cyclohexylmethacrylate. Cl - caprolactone, C(VC) - unit of chlorinated PVC, DNS - 2,4-dini-trostyrene-co-styrene, DTC -2,2-dimethyltrimethylenecarbonate, HFPC - hexafluoro bisphenol-A polycarbonate, MA - maleic anhydride, MMA - methylmethacrylate, PAr - unit of polyarylate, Phenoxy - unit of polyhydroxy ether of bisphenol-A, PPE - unit of poly(2,6-dimethyl-1,4-phenylene ether), S - styrene, TMPAr - unit of tetramethyl bisphenol-A polyarylate, TMPC - unit of tetramethyl bisphenol-A polycarbonate, VAc - vinyl acetate, VC - vinyl chloride, VCVAc90 - VC-co-VAc copolymer with 90 wt% VC, VME - vinylmethylether. 

The mercury plus aqueous phase was separated, after partitioning, from the ether the latter may be further washed with water, with 0.5 N sodium hydroxide, and again with water to purify the alpha glycol. Evaporation of the ethereal phase yielded a crystalline residue of the isomeric transoid (16( 3),17(0i)-dihydroxy-steroid-3-methyl ether and cisoid 16(0 ),17(0 )-di-hydroxy-steroid-3-methyl ether. 

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