Ethyl 2,2,2-trichloroacetate

Ethyl trichloroacetate [515-84-4] M 191.4, b 100-100.5 /30mm, d 1.383. Shaken with saturated aqueous Na2C03 (three times), aqueous 50% CaCl2 (three times), saturated aqueous NaCl (twice), then distd with CaCl2 and distd under reduced pressure. 

Trichloroacetanilide has been prepared from hexachloroacetone and aniline, from trichloroacetyl chloride and aniline, by the action of aniline magnesium iodide on ethyl trichloroacetate, by heating N-phenyltrichloroacetimidyl chloride with dilute methanol, and from trichloroacetic acid and aniline in the presence of phosphorus oxychloride. ... 

N-Ethylpiperidine, 43,45 Ethyl-o-toluidine, 43,47 Ethyl trichloroacetate for generation of dichlorocarbene, 41, 76... 

Ethyl trichloroacetate, with norbornene to give exo-3,4-dichiorobicyclo[3.2.1]oct-... 

The facile elimination of the trichloromethyl anion favours the formation of (LXXXIX) and provides the driving force for triazine formation. The alternative possible initial formation of (XCI) seems less likely, since cyclohexylamine and ethyl trichloroacetate give cyclo-hexyltrichloroacetamide (CaHn-NH-CO-CCls) and not the cyclo-hexylurethan 600). 

Ethyl trichloroacetate, with norbomene to give exo-3,4-dichlorobicyclo-[3.2.1] oct-2-ene, 51, 60... 

In aprotic solvents, the carbanions, generated by reduction of carbon tetrachloride or ethyl trichloroacetate at mercury, can be trapped by reaction with an added carbonyl compound [74], This reaction has been developed as a useful step in synthesis. Cathodic reduction of a system containing a catalytic amount of carbon tetrachloride, excess chloroform and an aldehyde leads to an effective ionic chain reaction sustained by trichlormethyl carbanions as indicated in Scheme 4.4. A carbon-felt cathode is used with diraethylformamide as solvent [75]. Aldehydes react with cuiTent efficiency of 700 %, which indicates a short chain reaction. Ketones... 

A. exo-3,4 -Dichlorobicyclo[3.2.l]oct-2-ene. A 1-1. four-necked round bottomed flask is fitted with an efficient stirrer, a thermometer, a reflux condenser protected by a calcium chloride tube, and a 500-ml. stoppered addition funnel equipped with a pressure-equalizing side tube. After the addition of a solution of 52.5 g. (0.56 mole) of norbornene (Note 1) in 400 ml. of petroleum ether (Note 2, b.p. 45-60°) to the flask, 112 g. (2.06 moles) of sodium methoxide (Note 3) is added, and stirring is begun. The flask is immersed in an ice-salt mixture (Note 4). Three hundred forty-nine grams (1.8 moles) of ethyl trichloroacetate (Note 5) is placed in the addition funnel and allowed to drip slowly into the stirred mixture at a rate such that the temperature does not rise above 0° (Note 6). The addition requires about 4 hours, and the originally white reaction mixture becomes increasingly yellow in color. The mixture is stirred at a temperature below... 

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