A new synthesis of alkyl (E)-(3-dimethylamino)acrylates

Tetrahedron Letters

Volumn 52, Issue 46, 2011, Pages 6080-6081

  Robertson, Jeffrey M ^a   Jones, Ian W ^a   Kayne, Kevin M ^a   Contreras, Cristina G ^a   Witter, Daniel J ^a   Bates, Robert B ^a   Hall Jr , H K ^a  

^a University of Arizona   (United States)

Author keywords

Acrylates; Dimethylformamide; Ketene acetals; New synthetic method; Vilsmeier reagent

Indexed keywords

ACRYLIC ACID DERIVATIVE; KETENE DERIVATIVE; N,N DIMETHYLFORMAMIDE;

ARTICLE; DRUG SYNTHESIS;

EID: 80054099467     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.09.003     Document Type: Article

References (7)

1. M. Neuenschwander, and K. Hafner Angew. Chem., Int. Ed. Engl. 7 1968 460
2. W.E. Truce, and D.G. Brady J. Org. Chem. 31 1966 3543 3555
3. M. Landau Izvestia Akad. Nauk SSSR 9 1969 2053 2055
4. 1H FT NMR Spectra 1993 Aldrich Chemical Co. Milwaukee Vol. 1, p. 1070 B.
5. Vilsmeier reagent 5 was purchased from Aldrich Chemical Co. For a review of the Vilsmeier reaction, see Jones, G.; Stanforth, S. P. Organic Reactions; Hoboken, NJ, 2000; Vol. 56.
6. Ketene dimethyl acetal (1a) was prepared by the method of E.J. Corey, J.D. Bass, R. LeMahieu, and R.B. Mitra J. Am. Chem. Soc. 86 1964 5570 5583
7. Ketene acetals 1b and 1c were purchased from Wacker Organics, Adrian, MI.