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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121287Generated: October 26, 2026

Hydrochloric Acid → 1-Benzyl-4-(cyclopropylmethyl-methyl-amino)-piperidine

https://huagongshe.com/reaction/2121287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCyclopropanecarboxaldehydeHCID 123114—
Reactant1-benzyl-N-methylpiperidin-4-amineHCID 4136128—
ReactantSodium cyanoborohydrideHCID 5003444—
SolventMethanolHCID 887—
Product1-Benzyl-4-(cyclopropylmethyl-methyl-amino)-piperidineHCID 2271204895%

Reaction Conditions

Temperature45 °C

Reaction Steps

18.9 g of 1-benzyl-4-methylaminopiperidine as the oil prepared according to a) are taken up in 250 ml of methanol and combined with 8.3 g of cyclopropanecarboxaldehyde and 11.3 g of sodium cyanoborohydride. The mixture is stirred for 5 hours at 40-50° C., then for about another 16 hours at ambient temperature. It is then acidified with 2 N hydrochloric acid, evaporated to dryness in vacuo and the residue is taken up in water. It is washed with ether, made alkaline with concentrated sodium hydroxide solution and extracted with ether/ethyl acetate. The organic extract is dried over sodium sulphate and freed from the solvents in vacuo. 22.7 g 1-benzyl-4-(cyclopropylmethyl-methyl-amino)-piperidine are obtained as a yellowish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06696042B2
Source datasetuspto-grants-2004_02
ORD IDord-1589f6e660314dc1963814af797abd28
Source noteuspto-grants-2004_02