ChemicalBook CAS DataBase List 4-Cyclohexylphenol

4-Cyclohexylphenol synthesis

12synthesis methods

Product Name:4-Cyclohexylphenol
CAS Number:1131-60-8
Molecular formula:C12H16O
Molecular Weight:176.25

4-Cyclohexylphenol is obtained by hydroalkylation of phenol using phenol as a raw material in the presence of a palladium catalyst and a molten salt (NaCl-AlCl3)^[1]. The specific synthesis steps are as follows:
The hydroalkylation of phenol in the presence of palladium catalyst and fused salt (NaCl-AlCl3) under hydrogen pressure was carried out. By using 1% Pd-Al2O3 (1 g) and the fused salt (1 : 1 mol ratio, 6 g), 4-cyclohexylphenol was obtained selectively from 1 (30 g) in a yield of 31.9% at 120°C for 4.5 h.

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Yield:-

Steps:

Multi-step reaction with 2 steps
1.1: methyllithium / tetrahydrofuran; diethyl ether / 1 h / -30 °C
1.2: 0.25 h / -30 °C
1.3: 1 h / -30 °C
2.1: Martins sulfurane / tetrahydrofuran; diethyl ether; pentane / -30 °C

References:

Wilson, Claire M.;Ganesh, Venkataraman;Noble, Adam;Aggarwal, Varinder K. [Angewandte Chemie - International Edition,2017,vol. 56,# 51,p. 16318 - 16322][Angew. Chem.,2017,vol. 129,# 51,p. 16536 - 16540,5]