Apigenin synthesis

11synthesis methods

Product Name:Apigenin
CAS Number:520-36-5
Molecular formula:C15H10O5
Molecular Weight:270.24

4-hydroxybenzaldehyde (1.22 g, 9.97 mmol, 1.0 equiv) was added to asolution of 50% KOH (aq.) (6.72 g, 59.82 mmol, 6.0 equiv) and ethanol (3 mL) andstirred for 10 min. Then compound 9 (2.02g, 9.97 mmol, 1.0 equiv) was added to the reaction mixture and heated to 60 °C and stirred for 4 h. After cooled toroom temperature, the mixture was poured into ice water and acidified withconcentrated hydrochloric acid to pH = 3. Then the suspension was filtrated, washed and the residue was dried toafford Apigenin(2.43 g, 90%) as a red solid.

5631-70-9
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$119.00/5mg

520-36-5
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$5.00/100mg

Yield:520-36-5 90%

Reaction Conditions:

with pyridine hydrochloride at 180; for 6 h;Inert atmosphere;

Steps:

Apigenin (1):

Compound 5 (1.4 g, 0.005 mol) and excess pyridinehydrochloride (5.0 g, 0.04 mol) were heated at 180 °C for 6 h under aN2 atmosphere. The mixture was cooled to room temperature and H2O(100 mL) was added. The mixture was stirred for another 30 min andcooled to below 5 °C for several hours. The precipitate was filteredoff, washed with cold ethanol and recrystallised from absoluteethanol to give compound 1 as yellow crystals (1.2 g, yield 90%);

References:

Wang, Qian;Cui, Wei;Liu, Man;Zhang, Ji;Liao, Rong-Qiang;Liao, Xia-Li;Yang, Jian [Journal of Chemical Research,2015,vol. 39,# 2,p. 67 - 69]

480-41-1 Synthesis