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ChemicalBook CAS DataBase List SAFRANAL
116-26-7

SAFRANAL synthesis

8synthesis methods
By acid hydrolysis of picrocrocin, the bitter principle in saffron; by catalytic dehydrogenation of β-cyclocitral or α-cyclogeranic acid with selenium dioxide.
-

Yield:-

Steps:

Multi-step reaction with 8 steps
1: 25 percent / NaOAc / acetic acid / 0.25 h / Ambient temperature
2: 65 percent / trifluoroacetic acid / CH2Cl2 / 0.25 h / 0 °C
3: 46.2 percent / 30percent H2O2 / methanol / 0.17 h / 0 °C
4: 93 percent / CCl4 / 16 h / Heating
5: 88.5 percent / thionyl chloride, pyridine / CH2Cl2 / 0.08 h / 0 °C
6: 90.6 percent / 1N KOH / methanol / 4 h / Ambient temperature
7: 27.4 percent / chromium trioxide-pyridine complex / 1 h / Ambient temperature
8: 39.1 percent / pyridine / 2.5 h / Heating

References:

Kametani;Suzuki;Kurobe;Nemoto [Chemical and Pharmaceutical Bulletin,1981,vol. 29,# 1,p. 105 - 109]

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