2,4-Dimethylphenol → HCID 18961265, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 18.3 g (0.15 mol) of 2,4-dimethylphenol and 11.3 g (0.05 mol) of 4-carboxymethoxymandelic acid is stirred at about 185° C. for 3.5 hours. Excess 2,4-dimethylphenol is then distilled off in a high vacuum. 12.5 g (0.046 mol) of 1-octadecanol and 0.3 g (1.58 mmol) of p-toluenesulfonic acid are added to the residue, and the mixture is maintained at about 185° C. under a slight vacuum (50 mbar) for 1.5 hours. The reaction mixture is diluted with 50 ml of toluene and washed with water. The organic phases are combined, dried over magnesium sulfate and concentrated on a vacuum rotary evaporator. Crystallisation of the residue from acetonitrile gives 9.9 g (38%) of 5,7-dimethyl-3-(4-n-octadecyloxycarbonylmethoxyphenyl)benzofuran-2-one, melting point 57°-59° C. (Compound (109), Table 1).

Provenance & Evidence