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F RIEDEL ‐C RAFTS ‐Reaktionen mit aromatischen äthern. 3. Mitteilung [1]. Reaktionen einiger α, β‐ungesättigter Säurechloride mit Veratrol
Author(s) -
Marquardt F.H.
Publication year - 1965
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19650480708
Subject(s) - chemistry , ketone , aluminium chloride , chloride , polymer chemistry , organic chemistry , acetyl chloride , derivative (finance) , medicinal chemistry , condensation , catalysis , aluminium , physics , thermodynamics , financial economics , economics
The reaction of veratrole with cinnamoyl chloride and with crotonoyl chloride in the presence of aluminium chloride yielded phenyl vinyl ketones. In the case of cinnamic acid, the preparation of the acid chloride as well as the F RIEDEL ‐C RAFTS condensation could be carried out in one step, without isolation and purification of the chloride. Application of this procedure to acrylic acid yielded as sole product a β‐chloro‐ketone derivative, whereas with crotonic acid a mixture of the corresponding phenyl vinyl ketone and β‐chloro‐ketone was obtained. Again a different result was obtained in the condensation of methacryloyl chloride, which yielded a 1‐indanone instead of an acyclic ketone.