Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is 绾?valerolactone.Category: esters-buliding-blocks
Chemistry of natural substances. VII. Furoquinoline derivatives by condensation of ethyl 2-propynyl malonate with aromatic amines was written by Reisch, Johannes. And the article was included in Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft in 1967.Category: esters-buliding-blocks This article mentions the following:
Under the reaction conditions which are stated by Baker, Lappin, and Riegel (1946) for the preparation of 3-substituted 4-hydroxyquinolin-2-one, malonic acid diarylamides and not 4-hydroxyquinolinones were obtained. By variation of the synthesis from prop-2-ynylmallonic ester and PhNH2 or MeOC5H4-NH2 resp. 5′-methylnordictamine and 5′-methylnorpseudodictaamine or 5′-methylnorfagarine (Ia) and 5′-methylnorpseudofagarine (Ib) resp. were prepared (Method A) A mixture of 11 g. di-Et prop-2-ynylmalonate (I) and 4.7 g. PhNH2 in 25 ml. Ph2O were refluxed 1 hr. to give 66% prop-2-ynylmalonic acid (II) dianilide (IIa), m. 217鎺?(EtOH). (Method B). To 3.8 g. freshly distilled PHNH2 in 150 ml. absolute Et2O was dropped 2 g. prop-2-ynylmalonic acid dichloride in 20 ml. Et2O with stirring and ice cooling to obtain 90% IIa. According to method A was prepared 48% of the corresponding di-O-anisidide, m. 147鎺?(EtOH) of II; 54% of the cyclohexylmalonic acid (III) dianilide, m. 303鎺?(EtOH) and from 6.65 g. di-Et cyclohexylmalonate (IV) and 3.1 g. p-MeOC6H4NH2, 3 g. di-p-anisidide derivative, m. 289-90鎺?(EtOH) of III, beside 1 g. p-anisidide Et ester derivative, m. 158-60鎺?(aqueous EtOH) of III. Heating 6 g. di-Et propylmalonate and 6 g. PhNH2 1 hr. at 190-200鎺?gave 50% propylmalonic acid dianilide (V), m. 200鎺?(EtOH). Hydrogenation of IIa in 80% MeOH at 0鎺?and 760 mm. gave V quant. A mixture of 6.65 g. IV and 2.32 g. PhNH2 in 12.5 ml. Ph2O was heated on the descending cooler until 2.5 ml. EtOH was distilled to give 83% 3-cyclohexyl-4-hydroxy-2(1H)-quinolinone (VI), m. 238-4鎺?(EtOH). Analogously prepared were 90% 6-methoxy derivative m. 235-6鎺?(EtOH), of VI, and 3-propyl-4-hydroxy-2(1H)quinolinone, m. 235鎺? A mixture of 22 g. I and 9.3 g. PhNH2 in 50 ml. was heated on the descending cooler until 10 ml. EtOH was distilled to obtain 74% 2-methylfuro[3,2-c]quinolinone (VII), identified by ir spectroscopy. Also obtained was 16% 2-methylfuro[2,3-b]quinolin-4-one (VIII), m. 275鎺?(HCONMe2H2O). Analogously were prepared 74% Ib m. 248-52鎺?(sublimes), and 13.5% Ia, m. 261鎺? In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Category: esters-buliding-blocks).
Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is 绾?valerolactone.Category: esters-buliding-blocks
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics