A New Synthesis of 4.Alkyl and 3,4-Dialkyl Isocoumarins
| Main Authors: | RAMAYAN PD. SINGH, JAGDISH N. SRIVASTAVA |
|---|---|
| Format: | Article Journal |
| Bahasa: | eng |
| Terbitan: |
, 1983
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| Subjects: | |
| Online Access: |
https://zenodo.org/record/6343898 |
Daftar Isi:
- Department of Chemistry, Bhagalpur University, Bhagalpur-812 007 Manuscript received 23 December 1981, revised 6 December 1982, accepted 3 August 1983 4-Ethylisochroman (Va) and 3,4-diethylisochroman (Vb) on oxidation furnish 4-ethyl and 3,4-diethyl-3,4-dihydroisocoumarins (Vla and VIb). Treatment of these compounds with N-bromosuccinimide followed by refluxing with triethylamine furnishes 4-ethyl and 3,4-diethylisocoumarins (VIla and VIIb). Va and Vb were obtained by treating 2-phenylbutan-1-ol (IVa) and 4-phenythexan-3-o1(IVb) with HCHO/HCI, respectively. IVa is obtained from α-phenylbutyraldehyde (III) by reduction whereas IVb is obtained from III by Grignard reaction with ethyl magnesium iodide. The aldehyde (III) is obtained from propiophenone (I) by Darzen's glycidic ester condensation followed by hydrolysis and decarboxylation of the resulting product.