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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340003Generated: October 31, 2026

1,4-Dioxane hydrochloride → 2-[(2S)-2-amino-3-cyclohexylpropyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/340003

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
Reactanttert-butyl {(1S)-2-cyclohexyl-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamateHCID 57544826—
SolventTetrahydrofuranHCID 8028—
Product2-[(2S)-2-amino-3-cyclohexylpropyl]-1H-isoindole-1,3(2H)-dioneHCID 67066117110.8%

Reaction Steps

A solution of tert-butyl {(1S)-2-cyclohexyl-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamate (2.8 g, 7.25 mmol) in 4 M HCl dioxane (10 mL, 40 mmol) and THF (10 mL) was stirred at room temperature for 2 hours. The reaction mixture was evaporated under reduced pressure to afford 2.3 g (99% yield) of the desired product. LC-MS found: 287.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895571B2
Source datasetuspto-grants-2014_11
ORD IDord-ee592338419f4789b9139dc331fdcbda
Source noteuspto-grants-2014_11