61363-91-5

Basic information

• Product Name: Butanoic acid, 3-oxo-, (2E)-3-phenyl-2-propenyl ester
• Synonyms: Acetessigsaeure-trans-cinnamylester;cinnamyl acetoacetate;acetoacetic acid trans-cinnamyl ester
• CAS NO: 61363-91-5
• Molecular Formula: C13H14O3
• Molecular Weight: 218.252
• Mol File: 61363-91-5.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 3-oxo-, (2E)-3-phenyl-2-propenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 3-oxo-, (2E)-3-phenyl-2-propenyl ester(61363-91-5)
• EPA Substance Registry System: Butanoic acid, 3-oxo-, (2E)-3-phenyl-2-propenyl ester(61363-91-5)

Safety Data

• Hazardous Substances Data: 61363-91-5(Hazardous Substances Data)

Upstream product

• 141-97-9 ethyl acetoacetate 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 674-82-8 4-methyleneoxetan-2-one 
• 104-54-1 3-Phenylpropenol 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 105-45-3 acetoacetic acid methyl ester 
• 127-09-3 sodium acetate 

Downstream Products

• 50552-30-2 4-phenyl-5-hexen-2-one 
• 33599-88-1 (E)-6-phenylhex-5-en-2-one 
• 76003-03-7 3-<3-phenyl-2(E)-propen-1-yl>-6-phenyl-5(E)-hexen-2-one 
• 74959-17-4 cinnamyl 2-chloroacetoacetate 
• 132412-14-7 cinnamyl 2-methylacetoacetate 
• 860480-95-1 (E)-(3-phenylallyl)-2-diazo-3-oxo-butyrate 
• 132316-71-3 trans-cinnamyl α-diazoacetate 
• 103909-86-0 3-amino-2-butenoic acid cinnamyl ester 
• 121721-16-2 2-Chloro-3-[(2,4-dinitro-phenyl)-hydrazono]-2-methyl-butyric acid (E)-3-phenyl-allyl ester 
• 121721-15-1 2-Chloro-3-[(2,4-dinitro-phenyl)-hydrazono]-butyric acid (E)-3-phenyl-allyl ester 
• 121721-05-9 2-(2,4-dinitrophenyl)-4-methyl-1-phenyl-1,2,4a,7a-tetrahydrofuro<3,4-d>pyridazin-5(7H)-one 
• 121720-73-8 cinnamyl 2-chloro-2-methylacetoacetate 
• 132435-61-1 (1α,5α)-6β-phenyl-3-oxabicyclo[3.1.0]hexan-2-one 
• 169532-08-5 (1α,5α)-6β-phenyl-3-oxabicyclo[3.1.0]hexan-2-one 

Relevant articles and documents

N, N’-dimethyl formamide (DMF) mediated Vilsmeier–Haack adducts with 1,3,5-triazine compounds as efficient catalysts for the transesterification of β-ketoesters

N, N’-dimethyl formamide (DMF) mediated Vilsmeier–Haack (VH) adducts with 1,3,5-triazine compunds such as trichloroisocyanuric acid (TCCA) and trichlorotriazine (TCTA) were prepared by replacing classical oxy chlorides POCl3, and SOCl2, which were explored as efficient catalysts for the transesterification of β-ketoesters. The prepared (TCCA/DMF) and (TCTA/DMF) adducts improved greenery of the classical Vilsmeier–Haack reagents (POCl3/DMF), and (SOCl2/DMF), and demonstrated their better efficient catalytic ativity. Reaction times were in the range: 3.5 to 6.5 hr (SOCl2/DMF); 2.8–5.2 hr (POCl3/DMF); 2.5–5.2 hr (TCCA/DMF) and 2.5–5.0 hr (TCTA/DMF) catalytic systems. Ultrasonically (US) assisted protocols with these reagents further reduced the reaction times (two to three times), while microwave assisted (MW) protocols with these reagents were much more effective. The reactions could be completed in only few seconds (less than a minute) in MWassisted protocols as compared to US assited reactions, followed by good product yields.

Structure-activity relationship study of 1,4-dihydropyridine derivatives blocking N-type calcium channels

Cilnidipine is a 1,4-dihydropyridine derived L/N-type calcium channel dual blocker possessing neuroprotective and analgesic effects which are related to its N-type calcium channel inhibitory activity. In order to find specific N-type calcium channel blockers with the least effects on cardiovascular system, we performed structure-activity relationship study on APJ2708, which is a derivative of cilnidipine, and found a promising N-type calcium channel blocker 21b possessing analgesic effect in vivo with a 1600-fold lower activity against L-type calcium channels than that of cilnidipine.

Facile and selective transesterification of β-keto esters using NaIO4, KIO4, and anhydrous CaCl2 as inexpensive catalysts under neutral conditions

NaIO4, KIO4 and anhydrous CaCl2 catalyzed selective transesterification of β-keto esters is described. Neutral reaction conditions and inexpensive catalysts are important features of this method.