Formaldehyde → HCID 70606543, compound

Participants

Reaction Steps

trans-1,2,3,4-Tetrahydro-3-(2-piperidinylmethyl)-2-naphthalenol from Part D (21.5 g, 0.088 M) is dissolved in 20 ml 35% formaldehyde solution and 50 ml 98% formic acid. The mixture is heated overnight on a steam bath. The solution is taken to near dryness in vacuo. The residue is dissolved in water and basified with 50% NaOH solution. The material is extracted into chloroform, dried and the solvent is removed leaving a brown oil which shows a strong peak in the carbonyl region on the IR. This is dissolved in ethanol, NaOH solution is added and the mixture is heated for a few minutes on a steam bath. After diluting with ice water the mixture is extracted twice with ether. The ether extracts are dried and the solvent is removed leaving 23 g (quant) of the title compound.

Provenance & Evidence