Formaldehyde → HCID 19044758, compound

Participants

Reaction Steps

With stirring, 0.18 ml 36.5% aqueous formaldehyde are added at room temperature to a suspension of 0.589 g of (RS)-α1 -[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-4-hydroxy-1,3-dihydroxymethylbenzene (racemic mixture of R- and S-enantiomers) in 14 ml of methylene chloride. The mixture is stirred for 1 hour, diluted with methylene chloride and stirred for 14 hours at room temperature. The solution is washed with water (2×10 ml), dried over magnesium sulfate and concentrated by evaporation at 20 mbar and 30° C. The residue is dried at 0.1 mbar at 30° C. for 4 hours, giving the racemate of (SR)-3-[6-(4-phenylbutoxy)hexyl]-5-(4-hydroxy-3-hydroxymethylphenyl)oxazolidine in the form of a crystalline powder; m.p. 72°-75° C. [1H-NMR (400 MHZ, CD2Cl2)]: identical with the spectrum of the compound of Example 1.

Provenance & Evidence