4-Cyclohexylphenol

The Uses of 4-Cyclohexylphenol

4-Cyclohexylphenol is a derivative of Cyclohexylphenol (CHP), which is widely used in the preparation of dyes, resins, and biocides^[2]. 4-Cyclohexylphenol labelled with 35s can be used for metabolic studies^[3].

Synthesis

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.

References

[1] T. KAMIYAMA; M. I; S Enomoto. Hydroalkylation of phenol to cyclohexylphenol in the presence of Pd-Al2O3 and NaCl-AlCl3 under hydrogen pressure.[J]. Chemical & pharmaceutical bulletin, 1986. DOI:10.1248/CPB.34.450.
[2] S. GUTIéRREZ-RUBIO . Synthesis of cyclohexylphenol via phenol hydroalkylation using Co2P/zeolite catalysts[J]. Catalysis Today, 2022. DOI:10.1016/j.cattod.2021.11.039.
[3] D.J. HEARSE; Gillian M P; A H Olavesen. The preparation and characterization of a series of 35S-labelled aryl sulphate esters for metabolic studies[J]. Biochemical pharmacology, 1969. DOI:10.1016/0006-2952(69)90022-7.