1,4-Diphenylbutane-1,4-diol synthesis

8synthesis methods

Product Name:1,4-Diphenylbutane-1,4-diol
CAS Number:2085-90-7
Molecular formula:C16H18O2
Molecular Weight:242.31

638-37-9
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591-51-5
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$123.00/50ml

2085-90-7
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36866-66-7 Synthesis

36866-66-7
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Yield:36866-66-7 88% ，2085-90-7 7%

Reaction Conditions:

in tetrahydrofuran;diethyl ether;cyclohexane at -40;Temperature;

Steps:

Method A.

General procedure: A cooled solution of PhLi in Et2O/cyclohexane (74/26 v/v) (0.42 M, 0.75 mL, T oC) was added dropwisefor 3.0 min using a glass syringe to a solution of 4-formylbenzaldehyde (1) in THF (0.10 M, 3.0 mL, a 50 mL roundbottom glass flask with a magnetic stirrer) at T oC. After being stirred for 10 min at T oC, sat. aqueous NH4Cl solution(2.0 mL) was added and a cooling bath was removed. The conversion of 4-formylbenzaldehyde (1) and the yieldsof 4-(hydroxy(phenyl)methyl)benzaldehyde (2), and 1,4-phenylenebis(phenylmethanol) (3) were determined by GCanalysis using an internal standard (dodecane). The results are summarized in Table S1.

References:

Nagaki, Aiichiro;Yamashita, Hiroki;Takahashi, Yusuke;Ishiuchi, Satoshi;Imai, Keita;Yoshida, Jun-Ichi [Chemistry Letters,2018,vol. 47,# 1,p. 71 - 73] Location in patent:supporting information