R-1-(3-methylphenyl)ethanol and synthesis of ester thereof
A technology of methyl phenyl and ethanol ester is applied in the field of preparation of optically pure chiral alcohols and esters to achieve the effects of overcoming low product yield, environmental friendliness and high selectivity
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[0009] 1) Preparation of acyl donor p-chlorophenol ester
[0010] Add 500ml of dichloromethane to a 1000ml round bottom flask. Then add 128g (1mol) of p-chlorophenol, 72g (1.2mol) of n-valeric acid, 247.5g (1.2mol) of DCC, and 2.44g (0.02mol) of DMAP. Stir at room temperature for 10 hours, and detect the disappearance of p-chlorophenol by pointing the plate, then the reaction ends. The solution was filtered, concentrated, and then passed through the column to obtain 156.9 g of pure p-chlorophenol acetate, with a yield of 92.3%.
[0011] Other p-chlorophenol propionate, p-chlorophenol n-butyrate, p-chlorophenol n-valerate etc. can also be prepared according to this example.
[0012] 2) Preparation of R-1-(3-methylphenyl)ethanol ester by dynamic kinetic resolution
[0013] Add 250ml toluene to a 500ml conical flask, then add 68g (0.5mol) 1-(3-methylphenyl) ethanol, 93.5g (1.1mol) p-chlorophenol acetate, 3g CRL, 6g acidic resin CD550 . After the addition, the Erlenmeyer flas...
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