6 METHYL 3 HEPTEN 2 ONE synthesis
- Product Name:6 METHYL 3 HEPTEN 2 ONE
- CAS Number:20859-10-3
- Molecular formula:C8H14O
- Molecular Weight:126.2
Yield:20859-10-3 58%
Reaction Conditions:
with cycl-isopropylidene malonate;N,N-dimethylethylenediamine in ethyl acetate at 55; for 24 h;diastereoselective reaction;
Steps:
General Procedure for the synthesis of unsaturated carbonyl compounds (3):
General procedure: To a stirred solution of benzaldehyde 2 (4 mmol, 1 equiv.), acetone 1 (20 mmol, 5 equiv.) and N, N-dimethylethylenediamine (DMEDA) 5 (0.4 mmol, 10 mol%) in EtOAc (5 mL) was added Meldrum’s Acid 4 (1.2 mmol, 30 mol% in two portions, 15 mol% initially at rt and the remaining 15 mol% after 12 h). Then the reaction mixture was warmed to 55 oC and stirred for 24 h. After completion of reaction (as monitored by TLC), volatiles were evaporated and the residue was purified by silica gel column chromatography using EtOAc/petroleum ether (5-15:95-85) as an eluent to afford the α,β-unsaturated ketones (3).
References:
Syamala, Lakshmi V.R. Babu;Khopade, Tushar M.;Warghude, Prakash K.;Bhat, Ramakrishna G. [Tetrahedron Letters,2019,vol. 60,# 1,p. 88 - 91] Location in patent:supporting information
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