Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737148Generated: October 27, 2026

Acetic Acid → (S)-2-Benzyl-4-(4-bromo-benzyl)-1-methyl-piperazine

https://huagongshe.com/reaction/737148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant3-(S)-benzyl-1-(4-bromobenzyl)-piperazineHCID 57849462—
SolventTetrahydrofuranHCID 8028—
SolventSodium BicarbonateHCID 516892—
Product(S)-2-Benzyl-4-(4-bromo-benzyl)-1-methyl-piperazineHCID 5784947782%

Reaction Steps

To a solution of 369 mg of 3-(S)-benzyl-1-(4-bromobenzyl)-piperazine in 3 mL of tetrahydrofuran was added 0.8 mL of formaldehyde and 0.15 mL acetic acid. After 2 h, 453 mg of sodium triacetoxyborohydride was added and the reaction was stirred overnight. Diluted carefully with aqueous saturated sodium bicarbonate solution and extracted with ethyl acetate. The combined organics were washed with brine, dried with sodium sulfate, filtered and concentrated in vacuo. Used crude in subsequent reactions. 82% yield. ES MS (+)m/z 361

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595397B2
Source datasetuspto-grants-2009_09
ORD IDord-fd0787d7fff346f0a83885ddd409c5f9
Source noteuspto-grants-2009_09