Diethyl Ether → HCID 20266387, compound

Participants

Reaction Steps

1-benzyl-4-(1-ethoxycarbonyl)ethyl-1,2,3,6-tetrahydropyridine (18.0 g) in dry ether (70 cm3) was added dropwise at 0° to a stirred suspension of lithium aluminium hydride (2.7 g) in ether (70 cm3) over 0.5 hours. After 1 hour 1M sodium hydroxide (15 cm3) solution was added dropwise over 0.5 hours and after stirring for a further 1 hour magnesium sulphate (10 g) was added. The mixture was filtered, the filtrate evaporated in vacuo and the residue distilled to afford 1-benzyl-4-(1-hydroxyprop-2-yl)-1,2,3,6-tetrahydropyridine as an oil b.p. 200° 0.05 mm (Kugelrohr) (12.43 g).

Provenance & Evidence