Formic acid chloro-, ethyl ester

Ethyl chloroformate Formic acid, chloro-, ethyl ester (8) Car-bonochloridic acid, ethyl ester (9) (541-41-3)... 

Beilstein Handbook Reference) AI3-19852 BRN 0385653 Carbonochloridic acid, ethyl ester Cathyl chloride Chlorameisensaureathylester Chloro-carbonate d ethyle Chlorocarbonic acid ethyl ester Chloroformic acid ethyl ester Cloroformiato de etilo ECF EINECS 208-778-5 Ethoxycarbonyl chloride Ethyl carbonochloridate Ethyl chlorocarbonate Ethyl chloro-formate Ethyl chloromethanoate Ethylchloorformiaat Ethyle, chloroformiat d Ethylester kyseliny chlor-mravenoi Etil clorooarbonato Etil cloroformiato Formic xid, chloro-, ethyl ester HSDB 409 TL 423 UN1182. Liquid mp = -80.6° bp = 95° very soluble in CeHe, EtzO. CHC13. 

C3H5CIO2 formic acid 2-chloro-ethyl ester 1487-43-0... 

A mixture of the 2-hydroxy-5-chloro-3-(2-methyl-2-propenyl)benzoic acid, methyl ester and 1 L of methanol was saturated with 90% formic acid and then refluxed overnight. The solution was concentrated in vacuum, added to water, and extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate, and concentrated in vacuum, providing the desired 2,2-dimethyl-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid, methyl ester as an oil. 

The ammonium formate in formic acid procedure has rendered possible the first preparation of isomeric 4,5-disubstituted oxazoles.03101 Bredereck, Gompper, and Reich101 have reported the anomalous behavior of certain long-chain a-bromo ketones a single a-bromo ketone on reaction with ammonium formate in formic acid gives a mixture of two isomeric oxazoles. Refluxing of a-bromo ketones or of a-chloro-/3-keto esters with ammonium acetate in acetic acid results in the formation of substituted 2-methyl-oxazoles.40 102 Ethyl a-chloroacetoacetate on heating with ammonium carbonate or formamide in formic acid yields 4-methyloxazole-5-carboxylic ester.40 103... 

Reaction between two moles of wj-chloroaniline and a mole of formic acid yields an imidine which on treatment with ethyl malonate at 100° undergoes exchange and results into a diester. This further imdergoes cyclization through condensation to yield the corresponding ethyl ester of 7-chloro-4-hydroxy-quinoline-3-carboxylie acid which on hydrolysis gives 7-chloro-4-hydroxy quinoline. Finally, on chlorination with either phosphorus oxychloride or thionyl chloride yields the nueleus 4, 7-diehloro quinoline. 

The reaction between ethyl Hthiopropiolate and the N-acylpyridinium salt formed by reaction of 4-methoxy-3-methyl-5-(triisopropylsilyl)pyridine 2363 with (+)-frafis-2-(a-cumyl)-cyclohexyl chloroformate (TCC chloro-formate) was the starting point in the synthesis of (-l-)-aUopumihotoxin 267A (1718) by Comins et al. (Scheme 301). The dihydropyridone product (—)- 2364 was obtained diastereoselectively (>96%) before hydrogenation to the saturated ester (+)-2365. However, some epimerization of the methyl substituent was apparent after cleavage of the TCC carbamate with lithium methoxide and cyclization to the indolizidinone (—)-2366 (dr 8 1). Acetoxylation at C-8 with lead tetraacetate was stereoselective, and introduced the acetate from the axial direction, possibly by stereoelec-tronicaUy-controUed intramolecular transfer of acetate from a lead—enol intermediate. The acetoxy product (—)-2367 was protodesilylated with formic acid, after which a one-pot tandem reduction with K-Selectride followed by hthium aluminum hydride gave diol (- -)-2368 with complete... 

---