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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389252Generated: October 30, 2026

Sodium Hydroxide → 7-Amino-5-benzyl-7-methyl-5-azaspiro[2.4]heptane

https://huagongshe.com/reaction/389252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant(-)-7-Amino-5-benzyl-7-methyl-5-azaspiro[2.4]heptane d-mandelateHCID 131728788—
SolventTolueneHCID 1140—
Product7-Amino-5-benzyl-7-methyl-5-azaspiro[2.4]heptaneHCID 24962312122.5%

Reaction Steps

To (−)-7-amino-5-benzyl-7-methyl-5-azaspiro[2.4]heptane D-mandelate (22.43 g, optical purity: 98% e.e.), 10% Aqueous sodium hydroxide and toluene were added, and the mixture was stirred at room temperature. Thereafter, the toluene layer was separated, washed with saturated brine, and dried with sodium sulfate. The desiccant was removed through filtration, and the filtrate was concentrated under reduced pressure, to thereby yield the title product as pale yellow oil (16.13 g, optical purity: 98% e.e.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378119B2
Source datasetuspto-grants-2013_02
ORD IDord-67bbdb64c2d343cda133dd9b687fdb12
Source noteuspto-grants-2013_02