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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1089229Generated: October 30, 2026

(1R,4R)-6-benzyl-3,6-diazabicyclo[2.2.1]heptane dihydrobromide → Heptane, Dihydrobromide

https://huagongshe.com/reaction/1089229

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1R,4R)-6-benzyl-3,6-diazabicyclo[2.2.1]heptane dihydrobromideHCID 14612541—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
ProductHeptane, DihydrobromideHCID 21610488180.8%

Reaction Steps

A suspension of 76 g (0.217 moles) of (1R, 4R)-5-phenylmethyl-2,5-diazabicyclo-[2.2.1]-heptane, dihydrobromide (9) and 37 g of 10% Pd on C in 1.2 L of water was hydrogenated at atmospheric pressure at 40° C. The reaction was completed within 8 hours. The catalyst was filtered off and the filtrate was evaporated under reduced pressure. The residue was taken up with ethanol and the resulting precipitate was filtered to give 51.4 g (91%) of the titled compound. M.P.=285°. [α]D =-19.83 (c=1.2, 0.1N HCL).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04965273
Source datasetuspto-grants-1990_10
ORD IDord-1457932d84534b60be11fe19f33ed4fb
Source noteuspto-grants-1990_10