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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222184Generated: October 26, 2026

Hydrochloric Acid → (1R,2S)-2-Methoxy-2,3-dihydro-1H-inden-1-amine

https://huagongshe.com/reaction/222184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
Reactanttert-Butyl [(1R,2S)-2-methoxy-2,3-dihydro-1H-inden-1-yl]carbamateHCID 86614253—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(1R,2S)-2-Methoxy-2,3-dihydro-1H-inden-1-amineHCID 2810979699%

Reaction Steps

To tert-butyl [(1R,2S)-2-methoxy-2,3-dihydro-1H-inden-1-yl]carbamate (253 mg, 0.961 mmol) was added a 4.00 M solution of hydrochloric acid in 1,4-dioxane (5.00 mL) and the mixture was stirred for 10 min, after which a white solid crashed out. The suspension was concentrated in vacuo and co-evaporated with toluene to afford a white solid, which was dissolved in water. The solution was adjusted to pH 10 via addition of sodium carbonate. The mixture was then extracted with diethyl ether (3×30 mL) and the organic extracts were concentrated in vacuo to afford the title compound (150 mg, 99%). LC/MS: Rt=0.85 min, ES+ 164 (AA standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207177B2
Source datasetuspto-grants-2012_06
ORD IDord-394a139060d645dca8dcaff3ef53aa23
Source noteuspto-grants-2012_06