Synthesis of ethyl 2-ethyl-3-oxobutanoate

Preparation of ethyl 2-ethyl-3-oxobutanoate

Preparation of ethyl 2-ethyl-3-oxobutanoate

Preparation of ethyl 2-ethyl-3-oxobutanoate

32.5 g of ethyl acetoacetate are slowly added with cooling to the solution obtained by dissolving 5.7 g of clean sodium wire in 70 g of absolute alcohol under a reflux. 40 g of ethyl iodide are then slowly added, and the whole refluxed on a water bath until it shows a neutral reaction. If necessary a little more ethyl iodide is added. The alcohol is removed on a water bath and the residual oil shaken with water and extracted with ether. The ethereal extract is dried over anhydrous potassium carbonate, the ether removed on a water bath, and the residue distilled, the portion boiling at 190-198° C being collected separately. If preferred, the fractionation can be done under reduced pressure. The yield of ethyl 2-ethyl-3-oxobutanoate 80% theoretical. Colourless oil; insoluble in water, b.p. 84° C/14 mm, 198° C/760 mm, d=0.9834.

Systematic organic chemistry, by W. M. Cumming, 140, 1937.

IUPAC Name

ethyl 2-ethyl-3-oxobutanoate

InChI

InChI=1S/C8H14O3/c1-4-7(6(3)9)8(10)11-5-2/h7H,4-5H2,1-3H3

InChI Key

OKANYBNORCUPKZ-UHFFFAOYSA-N

Canonical SMILES

CCC(C(=O)C)C(=O)OCC

Depositor-Supplied Synonyms

Ethyl 2-ethylacetoacetate, Ethyl 2-ethyl-3-oxobutanoate, 607-97-6, Ethyl 2-acetylbutyrate, 2-Ethylacetoacetic Acid Ethyl Ester, Ethyl 2-ethyl-3-ketobutyrate, Butanoic acid, 2-ethyl-3-oxo-, ethyl ester, Ethyl .alpha.-acetylbutyrate, Ethyl alpha-ethylacetoacetate, Ethyl .alpha.-ethylacetoacetate, OKANYBNORCUPKZ-UHFFFAOYSA-N, NSC 53775, 2-ethyl-3-oxo-butyric acid ethyl ester, Ethyl ethylacetoacetate, AC1L2WKV, ethyl-2 ethylacetoacetate, ethyl-2-ethylacetoacetate, Ethyl alpha-acetylbutyrate, ACMC-1B1SB, ethyl 2-ethyl-acetoacetate, ethyl 2-ethyl-3-oxobutyrate, ARONIS24211, SCHEMBL856078, ethyl 2-ethyl-3-oxo-butyrate, 165263_ALDRICH, AC1Q322N, ethyl 2-ethyl-3-oxo-butanoate, 02840_FLUKA, CTK5B2274, Ethyl 2-ethyl-3-oxobutanoate #, 2-Acetylbutyric Acid Ethyl Ester, 2-Ethyl-3-oxobutyric acid ethyl, MolPort-001-793-324, NSC53775, EINECS 210-151-6, ANW-33578, NSC-53775, SBB079228, AKOS000120029, AKOS016042090, MCULE-7868546169, RL04287, TRA0084084, VZ32052, 2-Ethyl-3-oxobutanoic acid ethyl ester, Acetoacetic acid, 2-ethyl-, ethyl ester, AK-46785, AN-46393, BR-46785, KB-50927, OR001667, OR159133, OR294212, SC-17640, SY021467, AI3-06006, Butanoic acid,2-ethyl-3-oxo-, ethyl ester, DB-053706, ST2412941, TR-020953, AM20100476, BB 0259255, E0895, ST51055652, W7319, M-9506, Acetoacetic acid, 2-ethyl-, ethyl ester (8CI), I14-7461, W-105229, 3B3-005546

Removed Synonyms

Butanoic acid, ethyl ester, acetoacetic acid, ethyl ester, CID79065, 105139-93-3, 36847-10-6

Share This

Leave a Reply

Your email address will not be published. Required fields are marked *