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ChemicalBook CAS DataBase List Z-9-TETRADECENAL
53939-27-8

Z-9-TETRADECENAL synthesis

12synthesis methods
3927-60-4 Synthesis
Methylhydrogenhendecanedioate

3927-60-4
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Yield:-

Steps:

Multi-step reaction with 9 steps
1: 36.3 percent / Pb(OAc)4, pyridine, Cu(OAc)2 / benzene / 3 h / Heating
2: 1) Br2, 2) aq.KOH / 1) CCl4, r.t., 2) 135-145 deg C, 4 h
3: 100 percent / conc.H2SO4 / 4 h / Heating
4: 83 percent / LAH / diethyl ether / 2 h / Ambient temperature
5: 98 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature
6: 1) n-BuLi, 2) HMPT / 1) THF, hexane, 10 deg C, 2) <25 deg C, 0.5 h
7: 92 percent / PPTS / ethanol / 70 °C
8: 98 percent / H2, quinoline / 5percent Pd/BaSO4 / methanol
9: 89 percent / PCC / CH2Cl2 / 1.5 h

References:

Ranganathan, S.;Maniktala, Vibha;Kumar, Raaj;Singh, G. P. [Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,# 12,p. 1197 - 1207]

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