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ChemicalBook CAS DataBase List 4-Methoxycyclohexanol
18068-06-9

4-Methoxycyclohexanol synthesis

13synthesis methods
4-Methoxyphenol

150-76-5

4-Methoxycyclohexanol

18068-06-9

The general procedure for the synthesis of p-methoxycyclohexanol from p-hydroxyanisole was as follows: 400 g of 4-methoxyphenol was dissolved in 450 mL of methanol and 40 g of 5 wt% palladium-carbon catalyst was added. The reaction system was pressurized to 7 MPa under hydrogen atmosphere and stirred at 140 °C for 5 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was subjected to distillation under reduced pressure to recover the solvent. The final p-methoxycyclohexanol was obtained with a purity of about 97% and a yield of 98.5%.

-

Yield:-

Steps:

Multi-step reaction with 4 steps
1: 98 percent / NaBH4 / methanol / 1.) 0 deg C, 0.5 h, 2.) room temperature, 1 h
2: 81 percent / KOH / dimethylsulfoxide / Ambient temperature
3: 85 percent / oxalic acid / CH2Cl2; H2O / Ambient temperature
4: NaBH4 / methanol / 0 - 20 °C

References:

Shvily, Ronit;Mueller, Thomas;Apeloig, Yitzhak;Mandelbaum, Asher [Journal of the Chemical Society. Perkin Transactions 2 (2001),1997,# 6,p. 1221 - 1234]

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