Ethyl cyclopentanecarboxylate

Sodium jp-nitrobenzoate Isopropyl acetate Ethyl cyclopentanecarboxylate 3-Methylheptanenitrile... 

Methoxybenzaldehyde or o-methoxybenzaldehyde Sodium benzoate A/-Methylcyclohexanecarboxamide Ethyl cyclopentanecarboxylate... 

Give the reaction and final product for treatment of 2-pentanone with LDA followed by treatment with ethyl cyclopentanecarboxylate. 

If the Favorskii rearrangement of 2-chlorocyclohexanone is carried out using sodium ethoxide in ethanol, the product is ethyl cyclopentanecarboxylate. 

Because some of the compounds with general structure 316 have noteworthy pharmacological activities, a number of alternative methods have been developed for the synthesis of the 2-substituted and 2,3-disubstituted derivatives 316. 2-Substituted derivatives of 316 cis, n = 1, 2, 3, 4 trans, n = 2, 3, 4) were prepared (77GEP2643384 80AUP507798) from 312-315 with ethyl benzimidates. The attempted ring closure of trans-2-amino-l-cyclopentanecarboxylic acid to rra/w-fused derivatives failed. In this reac-... 

The short Sanofi route to irbesartan (3) is outlined in Scheme 9.6. Dihydroimidazolone 27, which is prepared from the reaction of 1-amino-cyclopentanecarboxylic acid ester (25) with ethyl pentanimidate (26) in the presence of acetic acid in refluxing xylene, is alkylated with biphenylbenzyl bromide 18 in the presence of sodium hydride in DMF to give 28. Finally, the synthesis of irbesartan (3) is completed by the tetrazole formation from reaction of the nitrile group of 28 with tributyltin azide in refluxing xylene. [See Bernhart et al. (1993a, b).]... 

The methyl ester has also been obtained by esterification of cyclopentanecarboxylic acid.8 The acid, in turn, has been prepared by the Favorskii rearrangement,6 7 9-11 by the reaction of cyclopentyl Grignard reagent with carbon dioxide,12 by the carbonylation of cyclopentyl alcohol with nickel carbonyl13 or with formic acid in the presence of sulfuric acid,14 and by the hydrogenation of cyclopentene-1-carboxylic acid prepared from ethyl cyclopentanone-2-carboxylate 15 or from cyclopentanone cyanohydrin.16... 

Fig. 19- The efficiency, q, of the Amberlite IR-120 ion exchanger catalyst in ester hydrolysis as a function of the entropy, S, of the parent hydrocarbon RH or R H of the substituents, (a) Hydrolysis (at 25—45°C) of methyl esters RCOOCH3 [366] 1, acetate 2, chloroacetate 3, benzoate 4, cyclopentanecarboxylate 5, phenylacetate 6, a-naphthylacetate 7, 1-octanoate. (b) Hydrolysis (at 35°C) of acetates CH3COOR [480] 1, methyl 2, ethyl 3, cyclopentyl 4, cyclohexyl 5, 1-butyl 6, 2-pentyl 7, 1 -pentyl 8, 1 -hexyl 9, 1 -octyl,...

Chemical Name Cyclopentanecarboxylic acid, 1-phenyl-, 2-(2-(diethylamino)ethoxy)ethyl ester, citrate (1 1)... 

Certain a-halo ketones undergo rearrangement with sodium alkoxides in anhydrous ether to form esters. Methyl txrbromoisopropyl ketone and sodium ethoxide give ethyl trimethylacetate (6l%). Ring contraction occurs with a-chlorocyclohexanone to give cyclopentanecarboxylic ester (53%). ... 

Oxobutyl)cyclopentanone-2-carboxylic acid ethyl ester Cyclopentanecarboxylic acid, 2-oxo-1-(3-oxobutyl)-, ethyl ester (10) (61771-81-1)... 

Scheme 9.96. One possible pathway for the Favorskii rearrangement of 2- C-labelled 2-chlorocyclohexanone to a 1 1 mixture of ethyl 2- C-cyclopentanecarboxylate and ethyl 5- C-cyclopentanecarboxylate. Compare with Scheme 9.97. See Loftfield, R. B.JAm. Chem. Soc., 1950, 72, 632 1951, 73, AlOl.

C8H14O3 cis-2-hydroxy-cyclopentanecarboxylic acid ethyl ester 2315-21-1... 

---