2-Hydroxy-5-methoxybenzaldehyde is an organic compound and an isomer of vanillin.

Synthesis and reactions

The chemical is produced by the Reimer-Tiemann reaction on 4-methoxyphenol with a 79% yield.[1]

It reacts with malononitrile to form 2-imino-6-methoxy-2H-1-benzopyran-3-carbonitrile.[2] It can be reduced by sodium borohydride in ethanol to form 2-hydroxy-5-methoxybenzyl alcohol.[3]

See also

References

  1. ^ Wynberg, Hans; Meijer, Egbert W. (2005). The Reimer–Tiemann Reaction. p. 16. doi:10.1002/0471264180.or028.01. ISBN 9780471264187.
  2. ^ Dinparast, Leila; Hemmati, Salar; Zengin, Gokhan; Alizadeh, Ali Akbar; Bahadori, Mir Babak; Kafil, Hossein Samadi; Dastmalchi, Siavoush (2019). "Rapid, Efficient, and Green Synthesis of Coumarin Derivatives via Knoevenagel Condensation and Investigating Their Biological Effects". ChemistrySelect. 4 (31): 9211–9215. doi:10.1002/slct.201901921. ISSN 2365-6549. S2CID 202077668.
  3. ^ Cheng, Yan; Ono, Masahiro; Kimura, Hiroyuki; Kagawa, Shinya; Nishii, Ryuichi; Kawashima, Hidekazu; Saji, Hideo (2010). "Fluorinated Benzofuran Derivatives for PET Imaging of β-Amyloid Plaques in Alzheimer's Disease Brains". ACS Medicinal Chemistry Letters. 1 (7): 321–325. doi:10.1021/ml100082x. ISSN 1948-5875. PMC 4007906. PMID 24900214.