Triethyl phosphonoacetate

Triethyl phosphonoacetate, reaction of sodium derivative with cyclohexanone to yield ethyl cvclo hexy lideneacetate, 46, 45 1 nfluoroacetic anhydride, 46, 98 p,0 0 Trifluorostyrene, 47, 52 Trusopropvl phosphite as reagent in dechlorination of decachlorobi 2,4 cyclopentadienyl, 46, 93 1,3,5-Tnketones, from aroylationof 1,3-diketones, 46, 59 from 4-pyrones, 46, 59 Tnmethylamine oxide, reaction with x-octyl iodide to yield octanal, 47, 96... 

C2]-Squalene, 80, has been produced71 in the reaction sequence shown in equation 31 which involves alkylation of 3-13C-ethyl acetoacetate with geranyl bromide, followed by hydrolysis, decarboxylation and treatment with triethyl phosphonoacetate and then reduction of the ester 82 with LiAlHr, bromination with CBr4/PPh3 and coupling the farnesyl bromide with Cul/Li-pyrrolidine. Epoxidation of 80 has been effected by... 

Triethyl phosphonoacetate is available from Aldrich Chemical Co. 

Vigreux column) (74-7/0.03) to get 96% yield of triethyl-phosphonoacetate (I). In a 3 liter flask fitted with a stirrer,... 

The catalytic asymmetric Horner-Wadsworth-Emmons reaction was realized by use of the quaternary ammonium salts 7 derived from cinchonine as a phase transfer catalyst.1631 Thus, tert-butylcyclo-hexanone 85 reacted with triethyl phosphonoacet-ate 86 together with RbOH-H20 in the presence of the ammonium salts 7, and then the product 87 was isolated after reesterification by treatment with acidic ethanol, as shown in Scheme 27 Among the... 

Condensation, of cyclohexanone, with dimethylformamide-phosphorus oxychloride, 46,18 with triethyl phosphonoacetate to yield ethyl cyclohexylideneace-tate, 46, 44... 

Triethyl phosphonoacetate, reaction of sodium derivative with cyclohexanone to yield ethyl cyclo-hexylideneacetate, 45, 4S Trifluoroacetic anhydride, 45, 98 a,a,a-Trifluoroacetophenone, reaction with triphenylphosphine and sodium chlorodifluoracetate, 48,116 m-Trifluoromethylaniline, methylation of with trimethylphosphate, 49, 111... 

The Wittig-Horner (W-H) reaction is a versatile method for the synthesis of functionalized alkenes. The synthesis of 3-substituted ethyl acrylates and acrylonitriles, which are used as monomers in polymerization, were successfully carried out by the reaction of triethyl phosphonoacetate or cyanomethanephosphonate, respectively, with various aldehydes with activated Ba(OH)2 as the catalyst in the presence of dioxane solvent at 343 K (294). As was observed for other basic solid... 

Data Characterizing the Wittig—Horner Reaction between Furfural and Triethyl Phosphonoacetate in the Presence of Basic Catalysts in a Batch Reactor (294)... 

A. Ethyl a-(hydroxymethyl)aotylate, (Note 1). A 1000-mL, four-necked, round-bottomed flask is fitted with a mechanical stirrer, 250-mL pressure-equalizing funnel, condenser, and thermometer. Paraformaldehyde (48 g, 1.6 mol), 1 N phosphoric acid (4 mL) and water (110 mL) are heated at 90°C for 1.5 hr to form a clear aqueous formaldehyde solution. This solution is cooled to room temperature. Triethyl phosphonoacetate (89.6 g, 0.4 mol) is added to the flask and the solution is stirred at room temperature at 1000 rpm. A solution of potassium carbonate (60.7 g, 0.44 mol) in water (60 ml) is added at room temperature (first slowly 10 mL in 10 min) and then more rapidly (40 min). The temperature reaches 35-40 C and must be maintained at this level (with a water bath if necessary). Stirring is continued for 5 min at 40 C after the end of the addition then the mixture (liquid-liquid heterogenous mixture) must be cooled rapidly to room temperature using an ice bath (Note 2) while diethyl ether (200 mL) and brine (150 mL) are added. After decantation, the mixture is extracted with ether (three 100-mL portions). The combined organic layers are washed with brine (two 100-mL portions) (Note 3) and dried over magnesium sulfate the solvents are evaporated under reduced pressure and the... 

Triethyl phosphonoacetate Acetic acid, phosphono-, triethyl ester (8) ... 

The condensation of 5-acetyl derivative 404 instead of the corresponding 5-formyl compound, with ethyl acetoace-tate, ethyl benzoylacetate, and diethyl acetone-1,3-dicarboxylate, by heating in the absence of base gave the respective 6-acylpyrido[2,3-4]pyrimidin-7(8//)-ones 406. The reaction of 404 with diethyl malonate afforded the 6-carboxylate 407 <2005RCB784>. Reaction of 405 with triethyl phosphonoacetate yielded 408 <2001W02001070741>. 

Ethyl oL-(hydroxymethyl)acrylate.3 This useful acrylate (2) can be prepared in —75% yield by reaction of triethyl phosphonoacetate with a 30% aqueous solution of formaldehyde. It is converted to ethyl a-(bromomethyl)acrylate by reaction with PBr3 in ether (—85% yield). 

Triethyl phosphonoacetate, 255 Vinyl(triphenyl)phosphonium bromide, 343... 

Triethyl phosphonoacetate, 322 7,8-Unsaturated esters Ethyl 3,3-diethoxyacrylate, 131 8,e-Unsaturated esters Allyltrimethylsilane, 11 Dienals... 

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