ChemicalBook CAS DataBase List 4-(4-hydroxy-3-methoxyphenyl)butan-2-ol

4-(4-hydroxy-3-methoxyphenyl)butan-2-ol synthesis

6synthesis methods

Product Name:4-(4-hydroxy-3-methoxyphenyl)butan-2-ol
CAS Number:39728-80-8
Molecular formula:C11H16O3
Molecular Weight:196.24

122-48-5 Synthesis

122-48-5
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39728-80-8
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Yield:39728-80-8 100%

Reaction Conditions:

with sodium tetrahydridoborate in methanol at 20; for 2.5 h;Enzymatic reaction;Solvent;

Steps:

4.2. Preparation of substrates, racemic zingerol 2

Zingerone 1 (1.0g, 5.3mmol) in MeOH (2mL) was added to the suspension of NaBH₄ (150mg, 3.9mmol) in MeOH (1mL) and stirred at room temperature for 2.5h. After consumption of the substrate, H₂O (10mL) was added to the reaction mixture. The aqueous solution was extracted with ethyl acetate (3×10mL). The combined organic extracts were washed with brine (3×30mL), dried over Na₂SO₄, and concentrated on a rotary evaporator to obtain a white solid. Chromatography on silica gel, eluting with a 4:1 mixture of hexane and ethyl acetate, afforded racemic 2 quantitatively as a white solid. Structural data were confirmed when compared with known data.¹⁴

References:

Kitayama, Takashi;Isomori, Sachiko;Nakamura, Kaoru [Tetrahedron Asymmetry,2013,vol. 24,# 11,p. 621 - 627]