Methanol → HCID 17821171、化合物

関与物質

反応条件

反応手順

9.0 g (34 mmol) of 4-(4′-tert-butylphenyl)indanone and 1.3 g (34 mmol) of sodium borohydride together with 32 ml of toluene are placed in a reaction vessel. The reaction mixture is heated to 50° C., after which 6.2 ml (148 mmol) of methanol are added over a period of 10 minutes. After the addition is complete, the mixture is stirred at 50° C. for 2 hours. After addition of 30 ml of a saturated ammonium chloride solution, the mixture is stirred for another 30 minutes. After separating off the aqueous phase, the organic phase is washed once with a saturated ammonium chloride solution and once with a saturated sodium chloride solution. After drying over magnesium sulfate, the solvent mixture is removed on a rotary evaporator, the residue is made up to a total volume of 150 ml with toluene and is admixed with 0.2 g of p-toluenesulfonic acid. After 30 minutes, no more elimination of water is observed. The reaction mixture is subsequently washed once with a saturated sodium hydrogen carbonate solution, then dried over magnesium sulfate and the solvent is removed in an oil pump vacuum. 7.3 g (86%) of the desired product are isolated.

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