Vanillin synthesis from 4-hydroxybenzaldehyde

Journal of Chemical Education

Volumn 84, Issue 7, 2007, Pages 1158-

  Taber, Douglass F ^a   Patel, Shweta ^a   Hambleton, Travis M ^a   Winkel, Emma E ^a  

^a UNIVERSITY OF DELAWARE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BROMINE; CATALYSTS; FLAVORS; FRAGRANCES; REDOX REACTIONS; SYNTHESIS (CHEMICAL);

BROMINATION; HYDROXYBENZALDEHYDE; METHOXIDE; VANILLIN;

AROMATIC COMPOUNDS;

EID: 34347217044     PISSN: 00219584     EISSN: None     Source Type: Journal    
DOI: 10.1021/ed084p1158     Document Type: Article

References (6)

1. For previous undergraduate preparations of vanillin, from wood derivatives, see (a) Lampman, G. M.; Andrews, J.; Bratz, W.; Hanssen, O.; Kelley, K.; Perry; D.; Ridgeway, A. J. Chem. Educ. 1977, 54, 776.
2. (b) Hocking, M. B. J. Chem. Educ. 1997, 74, 1055.
3. Li, K.; Frost, J. W. J. Am. Chem. Soc. 1998, 120, 10545.
4. van den Heuvel, R. H. H.; Fraaije, M. W.; Laane, C.; van Berkel, W. J. H. J. Agric. Food Chem. 2001, 49, 2954.
5. (a) For the original report of this preparation of vanillin, see Nobel, D. J. Chem. Soc., Chem. Commun. 1993, 419.
6. (b) For a variation on the Cu-mediated methoxide coupling, see Capdevielle, P.; Maumy, M. Tetrahedron Lett. 1993, 34, 1007.