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569-05-1

Fallacinol synthesis

14synthesis methods
90064-48-5 Synthesis
Benzaldehyde,4-chloro-2,5-dimethoxy-

90064-48-5
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Yield:-

Steps:

Multi-step reaction with 9 steps
1: 65 percent / NaH / EtOH / toluene / 1 h / Ambient temperature
2: 70 percent / NaOAc / 3 h / 140 °C
3: 78 percent / LiAlH4 / tetrahydrofuran / 24 h / Ambient temperature
4: 90 percent / Et3N, DMAP / CH2Cl2 / 5 h / Ambient temperature
5: 90 percent / cerium(IV) ammonium nitrate / acetonitrile; H2O / 3 h / Ambient temperature
6: 84 percent / AlCl3 / CH2Cl2 / 1 h / Ambient temperature
7: 75 percent / 1 h / 100 °C
8: 95 percent / AlCl3 / CH2Cl2 / 24 h / Ambient temperature
9: 98 percent / 10percent aq. NaOH / 24 h / Ambient temperature

References:

Bloomer, James L.;Stagliano, Kenneth W.;Gazzillo, Joseph A. [Journal of Organic Chemistry,1993,vol. 58,# 27,p. 7906 - 7912]