3. Discussion
Acetylacetone has been prepared by the reaction of acetyl chloride with aluminum chloride, followed by hydrolysis;3 by the condensation of acetone
with ethyl acetate in the presence of sodium,4 sodium amide,5,6 sodium ethoxide,5,7,8 and alkali or alkaline-earth hydrides;9 by the reaction of
acetone and acetic anhydride in the presence of boron trifluoride;10 by the pyrolysis of isopropenyl acetate;11,12,13 by the reaction of ethyl
acetoacetate and acetic anhydride in the presence of magnesium at 140°;11 from methyl or ethyl diacetylacetate by treatment with acids;14 and by the
dehydrogenation of 4-pentanol-2-one in the presence of Raney nickel.15
References and Notes
1. Bagster, J. Chem. Soc., 1917, 494.
2. Obermiller and Goertz, Z. physik. Chem., 109, 162 (1924)
3. Combes, Ann. chim. et phys., (6) 12, 207 (1887).
4. Claisen, Ann., 277, 168 (1893).
5. Claisen, Ber., 38, 695 (1905).
6. Adams and Hauser, J. Am. Chem. Soc., 66, 1220 (1944).
7. Claisen and Ehrhardt, Ber., 22, 1010 (1889).
8. Sprague, Beckham, and Adkins, J. Am. Chem. Soc., 56, 2665 (1934).
9. U. S. pat. 2,158,071 [C. A., 33, 6342 (1939)].
10. Meerwein and Vossen, J. prakt. Chem., 141, 149 (1934).
11. U. S. pat. 2,395,800 [C. A., 40, 3130 (1946)].
12. Brit. pat. 615,523 [C. A., 43, 7954 (1949)].
13. Hagemeyer and Hull, Ind. Eng. Chem., 41, 2920 (1949).
14. U. S. pat. 2,395,012 [C. A., 40, 3130 (1946)].
15. DuBois, Compt. rend., 224, 1734 (1947).
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