The regioselecttve 4-benzylation of 2,4-dihydroxybenzaldehyde

Synthetic Communications

Volumn 26, Issue 3, 1996, Pages 593-601

  Mendelson, Wilford L ^a   Holmes, Monica ^a   Dougherty, Jack ^a  

^a GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BENZALDEHYDE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030026668     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919608003653     Document Type: Article

References (9)

1. Dewick, P. M. Synth. Commun. 1981, 11, 853.
2. Daly, J.; Horner, L.; Witkop, B. J. Am. Chem. Soc. 1963, 83, 4787.
3. Reimann E. Chem. Ber. 1969, 102, 2881.
4. (4a.) Miller, J.M.; So, K.H.; Clark, J.H. Can. Jour. Chem., 1979, 57, 1887.
5. (4b) Miller, J.M.; Clark, J.H. J. Am. Chem. Soc. 1977, 99, 498.
6. Ishikawa, N.; Kitazume, T.;Yamazaki, T.; Mochida, Y.; Tatsuno, T. Chem. Lett. 1981, 761.
7. Sinhababu, A.K.; Kawase, M.; Borchardt, R.T. Tetrahedron Lett. 1987, 28, 4139.
8. Mendelson, W.L.; Hayden, S. "Preparation of 2,4-Dihydroxybenzaldehyde by the Vilsmeier-Haack Reaction", submitted to Synthetic Communications, 1995.
9. We used powdered sodium bicarbonate as the base in 20 gallon or larger process scale equipment so as to avoid any potential fluoride etching of our glass-lined reactors.