Dodec-3-yn-1-ol → 3-Dodecen-1-ol, (3Z)-

Participants

Reaction Steps

To a solution of 3.20 g (17.5 mmoles) of 3-dodecyn-1-ol in 35 ml. of ethyl acetate was added 0.300 g of Lindlar catalyst (Lindlar, Helvetica Chimica Acta 35, 450 (1952)). The hydrogenation was carried out at atmospheric pressure with stirring. When the theoretical quantity of hydrogen had been taken up, the hydrogenation was stopped and the reaction mixture was filtered through Celite. After removal of the solvent, in vacuo, the residue was evaporatively distilled under reduced pressure to afford 2.95 g (91.6%) of (Z)-3-dodecen-1-ol as an oil.

Provenance & Evidence