ChemicalBook CAS DataBase List Tapinarof

Tapinarof synthesis

8synthesis methods

Product Name:Tapinarof
CAS Number:79338-84-4
Molecular formula:C17H18O2
Molecular Weight:254.32

3,5-Dimethoxy-4-isopropyl-trans-stilbene

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79338-84-4
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Yield:79338-84-4 85%

Reaction Conditions:

with pyridine hydrochloride in toluene at 90 - 180; for 2.5 h;Inert atmosphere;Large scale;

Steps:

3 Example 3 Preparation of phenenmod

Add 36kg of pyridine hydrochloride into the 100L reactor, under the protection of nitrogen, heat up to 90, add 10kg of E-4-isopropyl-3,5-dimethoxy-stilbene, and heat up to 180 or above and stir to react. About 2.5h, cool to about 90°C, add 50L of toluene, stir and cool, and filter the precipitated pyridine hydrochloride. The filtrate was washed twice with 5L of 1mol/L dilute hydrochloric acid, added with 1kg of activated carbon, heated and stirred for 0.5h, filtered, and concentrated to obtain a crude product.Recrystallization of n-heptane yields 7.6 kg of solid, with a yield of 85%.

References:

CN112661611,2021,A Location in patent:Paragraph 0029

115781-08-3 Synthesis