Process for the preparation of octyl p-methoxy cinnamate

Details Process for the preparation of octyl p-methoxy cinnamate Process for the preparation of octyl p-methoxy cinnamate

1996-08-20

1998-03-17

Geist, Gary

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

560105, C07C 6976

Patent

active

057288658

ABSTRACT:
A process for the preparation of octyl p-methoxy cinnamate is provided. The procedure generally concerns reacting p-bromo anisole with acrylic acid; and esterifying the resulting product with 2-ethyl hexanol. Preferred reactants and conditions are provided.

REFERENCES:
patent: 5187303 (1993-02-01), Eisenstadt et al.
Robert A. DeVries, Abel Mendoza, "Synthesis of High-Purity 0-and p-Vinyltoluenes by the Heck Palladium-Catalyzed Arylation Reaction", Organometallics 13, pp. 2405-2411 (1994).
N.A. Bumagin et al., "Palladium-catalyzed arylation of styrene and acrylic acid in water", Journal of Organometallic Chemistry 486, pp. 259-262 (1995).
Tuyet Jeffery, "Heck-type Reactions in Water", Tetrahedron Letters, vol. 35, No. 19, pp. 3051-3054 91994).
N.A. Bumagin et al., "Synthesis of substituted cinnamic acids and cinnamonitriles via palladium catalyzed coupling reactions of aryl halides with acrylic acid and acrylonitrile in aqueous media", Journal of Organometallic Chemistry, 371, pp. 397-401 (1989).
N.A. Bumagin et al., "Palladium-Catalyzed Arylation of Styrene in Water", Doklady Akademii Nauk, vol. 332, No. 4, pp. 454-456 (1993).
English version of N.A. Bumagin et al., "Palladium-Catalyzed Reactions of Acrylic Acid and Styrol with Aryl Halides in watr", Zhurnal Organicheskoi Khimii, 31, 4, pp. 481-487 (1995).
Harrison et al; Compendium of Organic Synthetic Methods, p. 273, 1971.

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