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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712787Generated: October 29, 2026

Hydrochloric Acid → 6-[(tert-butoxy)carbonyl]-6-azaspiro[2.5]octane-5-carboxylic acid

https://huagongshe.com/reaction/712787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium ChlorideHCID 5234—
ReactantHCID 89350970HCID 89350970—
SolventEthyl AcetateHCID 8857—
Product6-[(tert-butoxy)carbonyl]-6-azaspiro[2.5]octane-5-carboxylic acidHCID 7118734481.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of N-benzyl-1-phenylethanaminium 6-(tert-butoxycarbonyl)-6-azaspiro[2.5]octane-5-carboxylate (single unknown enantiomer) (D2) (10 g, 24 mmol) in EtOAc (100 mL) stirred at 0° C. was slowly added aqueous HCl 0.5N (100 ml) saturated with NaCl. After addition was completed, dissolution was observed. The organic layer was decanted, washed with saturated NaCl, dried (Na2SO4) and evaporated in vacuo to afford 5 g of acid which was recrystallized from petroleum ether/EtOAc (60 ml/20 ml) to afford the tile compound (D3) (2.8 g) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181279B2
Source datasetuspto-grants-2015_11
ORD IDord-86ce547e21c143ecabd0b449ec26e602
Source noteuspto-grants-2015_11