3- dichloro 4-methoxyphenyl

In a sensitive and specific colorimetric method 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-ethane is extracted from plant or animal tissue, using benzene or petroleum ether as the solvent. The solvent is evaporated at room temperature by a current of air and the residue dehydroha log ena ted with 2% alcoholic potassium hydroxide. By petroleum ether extraction the resulting 1,1-dichloro-2,2-bis(p-methoxyphenyl)-ethylene is removed from the reaction mixture. After the solvent is removed by air evaporation the dehydroha log ena ted methoxychlor is isolated from the nonsaponifiable portion of the fats and waxes by dissolving the residue in hot acetone, chilling, and filtering. After the acetone is removed by air evaporation, the residue is treated with 85% sulfuric acid. This produces a red solution with an absorption maximum at 555 m/z, the intensity of which can be read on a colorimeter and is a function of the methoxychlor concentration. Beer s law is obeyed over the range of 1 to 50 micrograms. 

Standard dehydrohalogenated methoxychlor solution is prepared from 44.71 mg. of recrystallized l,l-dichloro-2,2-bis(p-methoxyphenyl)-ethylene made up to 1 liter with 95% ethyl alcohol. One milliliter of this solution is equivalent to 50 micrograms of methoxychlor. 

As part of a program directed toward the synthesis of dendrimeric structures containing the 1,2,4-triazole moiety, 3,5-dichloro-4(4-methoxyphenyl)-4/7-l,2,4-triazole 69 was reacted with phenol 77 under basic conditions to give the dendron 78 in a yield of 80% (Equation 28) <2006T2677>. 

Dichloro-5-methoxyphenyl)amino]thieno[3,2- ]pyridine-6-carbonitriles substituted with heteroaryl groups at position C-2, 160, have been found to inhibit Src kinase activity. The highest activity in Src and cell assays has been found with a 2,5-furan or 2,5-pyridine substituent at C-2 <2005BML4681, 2005JME3891>. 

In a synthetic application of this double inversion sequence, tris(benzyloxy)bromo boronic ester 6 obtained in the ribose sequence (Section 1.1.2.1.3.2.) is converted to the 4-methoxyphenyl-methoxy derivative 7 in the usual way. 2,3-Dichloro-5,6-dicyano-l,4-benzoquinone cleaves the protecting group to furnish the a-hydroxy boronic ester 8. Conversion of the a-hydroxy boronic ester 8 to the methanesulfonate 9 followed by displacement of the sulfonate by phenylmethoxide yields a-benzyloxy boronic ester 10, which is a diastereomer of one of the ribose intermediates37. 

MS fragmentation of a series of 13 4-aryl-3,3-dichloro-2-oxetanes (18) has been reported to give the dichloroketene cation as the base peak in every case, except for the 4-(m-methoxyphenyl) compound. There the base peak was for the m-methoxybenzaldehyde cation. The results were in marked contrast to the cleavage seen on thermolysis, which gave carbon dioxide and the corresponding/3,j8-dichlorostyrene (78JHC1165). 

The bis[triphenylphosphoranylidene]ammonium salt of the anionic hydridoundecacar-bonyltriosmate cluster reacted with bis[4-methoxyphenyl] tellurium dichloridc in dichloro-methane to form in 7 percent yield a neutral triosmium cluster with one bridging 4-methoxybenzene tellurolate group2. 

To a suspension of KF (spray dried, 2.1 g, 36 mmol) in DMF (7.0 ml) was added 1.7 g (7.2 mmol) of (dichloro)(ethyl)(4-methoxyphenyl)silane and 4-trifluoro-1-bromobenzene (1.05 g, 6.0 mmol) at 0°C under an argon atmosphere. The resulting reaction mixture was then stirred at 60 °C for 3 h. The mixture was allowed to cool to r.t., and a solution of palladium acetate (6.7 mg, 0.030 mmol) and triphenylphosphine (7.8 mg, 0.030 mmol) in DMF was added. The reaction mixture was heated at 120 °C for 18 h and then cooled to r.t., poured into a saturated aqueous NaCl solution, and extracted with ethyl acetate (20 ml x 3). The combined organic extracts were dried over MgS04. Concentration under... 

AIBN = 2,2 -azobisisobutyronitrile 9-BBN = 9-borabicyclo [3.3.1]nonane Bn = benzyl BOC = f-butoxycarbonyl Bz = benzoyl CAN = ceric anunoninm nitrate Cp = cyclopenta-dienyl Cy = cyclohexyl DAST = diethylaminosnllur trifln-oride DBA = l,3-dibromo-5,5-dttnethylhydantoin DDQ = 2,3-dichloro-5,6-dicyano-l,4-benzoquinone DET = diethyl tartrate DIAD = diisopropyl acetylene dicarboxylate DIBAL-H = diisobutylalummum hydride DIPEA = diisopropyl ethyl amine DMDO = dimethyldioxirane HMPA = hexamethylphosphortriamide EDA = lithium diisopropy-lamide Ms = methylsulfonyl MOM = methoxymethyl NBS = iV-bromosuccmimide NMO = A-methylmorpholine iV-oxide PDC = pyridinium dichromate PMP = p-methoxyphenyl THP = tetrahydropyranyl TIPS = trisiso-propylsilyl TMANO = trimethylamine A-oxide TBDMS = t-butyldimethylsilyl Tf = trifluoromethanesulfonyl TMP = 2,2,6,6-tetramethylpiperidyl TMS = trimethylsilyl Ts = p-toluenesulfonyl. 

Abbreviations Ac acetyl Bn benzyl BSP 1-benzenesulfinyl piperidine BTIB bis(trifluoroacetoxy)iodobenzene DAST (diethylamino)sulfur trifluoride DDQ 2,3-dichloro-5,6-dicyano-/)-benzoquinone DMDO dimethyldioxirane DMTSF dimethyl(methylthio)sulfonium tetrafluoroborate DMTST dimethyl(methylthio)sulfonium triflate DTBMP 2,6-Ai-tert-butyl-4-methylpyridine DTBP 2,6-di-tert-butylpyridine DTBPl 2,6-di-tert-butylpyridinium iodide FDCPT l-fluoro-2,6-dichloropyridinium triflate FTMPT l-fluoro-2,4,6-trimethylpyridinium triflate IDCP iodonium dicollidine perchlorate IDCT idonium dicollidine triflate LPTS 2,6-lutidinium p-toluenesulfonate LTMP lithium tetramethylpiperidide Me methyl MPBT S-(4-methoxyphenyl) benzenethiosulflnate NBS A-bromosuccinimide NIS A-iodosuccinimide NlSac A-iodosaccharin PPTS pyridinium p-toluenesulfonate TBPA tris(4-bromophenyl)ammoniumyl hexachloroantimonate Tf trifluoromethanesulfonyl TMTSB methyl-bis(methylthio)sulfonium hexachloroantimonate TMU tetramethylurea Tr trityl TTBP 2,4,6-tri-tert-butylpyrimidine. 

Abbreviations Ac acetyl AIBN azobisisobutyronitrile All allyl Bn benzyl Bz benzoyl ClAc chloroacetyl DAST diethylaminosulfur trifluoride DBU l,8-diazabicyclo[5.4.0]-undec-7-ene DDQ 2,3-dichloro-5,6-dicyano-/)-benzoquinone DMDO dimethyldioxirane DMTST dimethyl(methylthio)sulfonium trifluoromethanesulfonate Fmoc 9-fluorenyl-methoxycarbonyl HDTC hydrazine dithiocarboxylate IDCP iodonium di-collidine perchlorate Lev levulinoyl MBz 4-methylbenzoyl Me methyl MEK methyl ethyl ketone MP 4-methoxyphenyl NBS iV-bromosuccinimide NIS A-iodosuccinimide Pent n-pentenyl Pfp pentafluorophenyl Ph phenyl Phth phthaloyl Piv pivaloyl PMB 4-methoxybenzyl TBAF tetrabutylammonium fluoride TBDMS tcrt-butyldimethylsilyl TBDPS tert-butyldiphenylsilyl TCA trichloroacetyl TES triethylsilyl Tf trifluoromethanesulfonyl TMS trimethylsilyl Tol 4-methylphenyl Tr trityl Troc 2,2,2-trichloroethoxycarbonyl Ts tosyl. 

To a suspension of spray-dried potassium fluoride (2.1 g, 36 mmol) in DMF (7.0 mL) was added dichloro(ethyl)(4-methoxyphenyl)silane (2.7 g, 7.2 mmol) and 4-fluoro-l-... 

The PMB ether, also referred to as an MPM ether [(4-methoxyphenyl)methyl], is less stable to acids than a benzyl ether. Its utility as a protecting group stems from the fact that it can be removed oxidatively with DDQ (2,3-dichloro-5,6-dicyano-l,4-benzo-quinone) under conditions that do not affect protecting groups such as acetals, RO-Bn (or RO-BOM), RO-MOM, RO-MEM, RO-THP, RO-TBS, benzoyl, tosyl, or acetate groups, nor do they affect epoxides or ketones. Alternatively, RO-PMB ethers can be cleaved with (NH4)2Ce(N03)6. ... 

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