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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484642Generated: October 29, 2026

Hydrochloric Acid → HCID 20271664, compound

https://huagongshe.com/reaction/484642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiboronHCID 6328200—
ReactantHCID 20271676HCID 20271676—
SolventTetrahydrofuranHCID 8028—
ProductHCID 20271664HCID 2027166496.9%

Reaction Steps

To a stirred solution of (±) 5-azido-2-benzoyl-2-azabicyclo[2,2,2]octane (D3d) (3.3 g) in dry THF (100 ml) under nitrogen was added a solution of diborane in THF (50 ml, 1M solution) and the whole heated under reflux for 12 hours. On cooling, an excess of 5N HCl was added and the mixture heated on a steam bath for 2 hrs. Basification and saturation with K2CO3, extraction with CH2Cl2, drying (K2CO3), concentration and distillation afforded the (±)-5-amino-2-benzyl-2-azabicyclo[2,2,2]-octane (D4b) (2.7 g, 85%) bp 120°-140°/0.1 mm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04533498
Source datasetuspto-grants-1985_08
ORD IDord-518df8c8170f444e812387fd7dc1a16e
Source noteuspto-grants-1985_08