Methyl 4-hydroxy-3,6-dimethyl benzoate

The Hammett p-value for cleavage of the exocyclic bond of 2-methoxy-2-substituted-phenyl-l,3-dioxolans (—1.58 + 0.06) is a little larger than that for cleavage of the endocyclic C— bond of 2-hydroxy-2-substituted-phenyl-l,3-dioxolans (—1.24 + 0.04) (Table 9) (Chiang et al., 1983). A direct comparison between the p-values for C—OMe bond cleavage of trimethyl orthobenzoates and dimethyl hemiorthobenzoates is not possible at present since they have not been measured in the same solvent. However, that based on H+ for the breakdown of the hemiorthobenzoates (— 1.58) is less than that based on the equilibrium constants for their conversion into methyl benzoates and methanol which is —1.9 (derived from the equilibrium constants for formation of the hemiorthobenzoates, McClelland and Patel, 1981b). This implies that the development of positive charge in the transition state is less than in the final product, the ester. 

Treatment of 2-(2-methylphenyl)-5,5-dimethyl-l,4,5,6-tetrahydropyrimi-dine (279) with butyllithium in the presence of /V,/V,Al, /V -tetramethyleth-ylenediamine (TMEDA) in tetrahydrofuran at 0°C under nitrogen, then with methyl benzoates at -50°C gave 6-aryl-6-hydroxy-3,4,6,7-tetrahydro-2//-pyrimido[2,l-a]isoquinolines (280), which gave 6-ary 1-3,4-di hydro-2//-pyrimido[2,l-a]isoquinolines (281) with heating in toluene in the presence of p-toluenesulfonic acid (93JMC3098). 

PB PBI PBMA PBO PBT(H) PBTP PC PCHMA PCTFE PDAP PDMS PE PEHD PELD PEMD PEC PEEK PEG PEI PEK PEN PEO PES PET PF PI PIB PMA PMMA PMI PMP POB POM PP PPE PPP PPPE PPQ PPS PPSU PS PSU PTFE PTMT PU PUR Poly(n.butylene) Poly(benzimidazole) Poly(n.butyl methacrylate) Poly(benzoxazole) Poly(benzthiazole) Poly(butylene glycol terephthalate) Polycarbonate Poly(cyclohexyl methacrylate) Poly(chloro-trifluoro ethylene) Poly(diallyl phthalate) Poly(dimethyl siloxane) Polyethylene High density polyethylene Low density polyethylene Medium density polyethylene Chlorinated polyethylene Poly-ether-ether ketone poly(ethylene glycol) Poly-ether-imide Poly-ether ketone Poly(ethylene-2,6-naphthalene dicarboxylate) Poly(ethylene oxide) Poly-ether sulfone Poly(ethylene terephthalate) Phenol formaldehyde resin Polyimide Polyisobutylene Poly(methyl acrylate) Poly(methyl methacrylate) Poly(methacryl imide) Poly(methylpentene) Poly(hydroxy-benzoate) Polyoxymethylene = polyacetal = polyformaldehyde Polypropylene Poly (2,6-dimethyl-l,4-phenylene ether) = Poly(phenylene oxide) Polyp araphenylene Poly(2,6-diphenyl-l,4-phenylene ether) Poly(phenyl quinoxaline) Polyphenylene sulfide, polysulfide Polyphenylene sulfone Polystyrene Polysulfone Poly(tetrafluoroethylene) Poly(tetramethylene terephthalate) Polyurethane Polyurethane rubber... 

The highly substituted indole, ecopladib (82), which shares many structural elements with the phospholipase inhibitor varespladib (37), shows similar biological activity. Alkylation of hydroxy benzoate (72) with the dimethyl acetal from bromoacetaldehyde (73) affords the ether (74). Acid-catalyzed reaction of this intermediate with 2-methyl-5-chloroindole (75) in the presence of triethylsilane leads in effect to condensation of the acetal with the activated 3 position on the indole ring to afford 76. The nature of the reduction of the aldehyde carbon is not immediately apparent. Alkylation of the anion on nitrogen from reaction of the indole with sodium hydride and bromodiphenylmethane then adds the third... 

The anaesthetic steroid 3a-hydroxy-5a-pregnane-ll,20-dione has normal conformational features, both in the crystal and in solution. X-Ray data show that deoxycholic acid can form an inclusion complex in which alternate molecules of dimethyl sulphoxide and water are held in canals formed by helically arranged host molecules.Six different crystalline forms of 17a-ethynyloestradiol have been recognized. X-Ray structural data are reported for 3-methoxy-2-aza-oestra-l,3,5(10)-trien-17/3-yl acetate, 3/3-hydroxypregn-5-en-20-one (pregnenolone), 5a-cholest-2-ene, 3/3-bromo- and 3/3-chloro-cholest-5-enes, and cholesteryl acetate (at 123 K), benzoate, chloroformate, ° laurate, methyl carbonate, and 24-norcholesteryl acetate. ... 

CIC The powerful odour is dominated by 2-isobutyl thiazole and 3-pentanethiol. The green notes are lipid degradation products like (E)-2-hexenal, hexanal and higher unsaturated aldehydes, the pineapple-pear like fruity notes are derived from methyl hexanoate, ethyl-2-hexenoate and hexyl acetate. The spicy cinnamon notes are represented by 3-phenyl propyl acetate, cinnamyl acetate, methyl cinnamate, ethyl cinna-mate and ciimamaldehyde. Gamma-decalactone and 2,5-dimethyl-4-hydroxy-furan-3(2H)-one and 3-hydroxy-2-butanone add the sweet, creamy body. Beta-famesene, citronellol, 2-phenylethanol, beta-ionone add the sweet, floral, quincelike part and methyl benzoate and ethyl benzoate impart a characteristic medicinal, exotic topnote. 

Under the same basic conditions /ra . -l-acetoxymethyl-1-methyl-2-tosylcyclopropane generated an a-sulfonyl anion, which attacked the ester group intramolecularly and afforded 2,5-dimethyl-l-tosyl-3-oxabicyclo[3.1.0]hexan-2-ol (22) in 50% yield.Stereoselective synthesis with a chiral cyclopropyl sulfoxide was experienced when ( )-4-tolylsulfinylcyclopropane was reacted first with butyllithium and then with methyl benzoate and gave 1-benzoyl-1-[(5)-4-tolylsulfinyl]cyclopropane (23a) in 62% yield. A useful reaction took place when 2-(hy-droxymethyl)cyclopropyl phenyl sulfide was treated first with an excess of butyllithium and then with dimethylformamide and gave 2-hydroxy-l-phenylsulfanyl-3-oxabicyclo[3.1.0]hexane (24), a lactol which has been used to carry out various useful synthetic transformations. Another useful reaction occurred when cyclopropyl phenyl sulfones were treated with butyllithium followed by an acyl imidazole to give acyl cyclopropanes in decent yield. 

P-Hydroxy-2P-tropanecarboxylic Acid Methyl Ester, Benzoate 3-Hydroxypropene 3-Hydroxyquinuclidine 3-Hydroxyquinuclidine Benzilate 3-(Mercaptomethyl)-l,2,3-benzotriazin-4(3H)-one 0,0-Dimethyl Phosphorodithioate 3-(Mercaptomethyl)-l,2,3-benzotriazin-4(3H)-one 0,0-Dimethyl Phosphorodithioate S-Ester 3-Methyl-4-(dimethylamino)phenyl Methylcarbamate... 

Synthesis of Aromatic Nitriles from Esters. A one-flask method has been developed for the conversion of aromatic esters to the corresponding nitriles by use of NaHMDS in a sealed tube at 185 °C in a mixture of THF and 1,3-dimethyl-2-imidazolidinone (DMEU) (eq 20). The transformation proceeded with good to excellent yields. The synthetic strategy is only apphcable to aromatic esters that bear an electron-donating substituent such as hydroxy or methoxy. In the latter case, con tetitive 0-demethyla-tion is observed, thus leading to a mixture of nitrile products. The reaction has been also applied to indole-3-carboxylate. However, simple unsubstituted methyl benzoate failed to give the desired product. 

Hydroxycitronellal DMA. See Hydroxycitronellal dimethyl acetal Hydroxycitronellal methyl anthranilate CAS 89-43-0 EINECS/ELINCS 201-908-1 Synonyms Aurantiol Aurantium Hydroxycitronellylidene methyl anthranilate N-(7-Hydroxy-3,7-dimethyloctylidene) anthranilic acid methyl ester Methyl anthranilate hydroxycitronellal Methyl N-3,7-dimethyl-7-hydroxyoctylidenanthranilate Methyl 2-((7-hydroxy-3,7-dimethyloctylidene) amino) benzoate... 

Obtained at -78° in THF using lithium diisopropyl-amide (LDA), either by reaction between methyl 2-hydroxy-4,6-dimethoxy-3-(2-propenyl)-benzoate and (R)-(-i-)-methyl p-tolyl sulfoxide in the presence of l,3-dimethyl-3,4,5,6-tetrahydro-2[lW]-pyrimidinone (DMPU) (this method yields only a trace of the desired compound), or by reaction between 2-hydroxy-4,6-dimethoxy-3-(2-propenyl)benzaldehyde and (R)-(-b)-methyl p-tolyl sulfoxide via the subsequent oxidation % r.t. by MnO of the intermediate l-[2-hydroxy-4,6-dimethoxy-3-(2-propenyl)phenyl]-2-(4-methylsulfmyl)ethanol (57%) [5602]. 

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