Reaction #214428

Reaction equation

1-Benzyl-4-(2-hydroxy-3-n-hexadecyloxypropyl)-piperazine hydrochloride

methanol

hydrogen

tetrahydrofuran

→

1-(2-Hydroxy-3-n-hexadecyloxypropyl)-piperazine

Solvents

toluene

Conditions

Workup

1. 1
   FiltrationThe catalyst was filtered off
2. 2
   Otherthe filtrate evaporated under reduced pressure to a solid, which
3. 3
   Otherwas triturated under acetone
4. 4
   Filtrationfiltered
5. 5
   Otherto give a total yield of product of 2.9 g (43%), mp 230° C. (dec)

Procedure

1-Benzyl-4-(2-hydroxy-3-n-hexadecyloxypropyl)-piperazine hydrochloride (8 g, 0.0146 mol) was dissolved in toluene (100 ml), methanol (100 ml) and tetrahydrofuran (700 ml) and divided into three 300 ml portions. Each portion was hydrogenated overnight at room temperature on a Parr shaker using a 10% palladium on carbon catalyst (2 g) and 50 p.s.i.g. hydrogen. The catalyst was filtered off and the filtrate evaporated under reduced pressure to a solid, which was triturated under acetone and filtered to give a total yield of product of 2.9 g (43%), mp 230° C. (dec).

Source