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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2355721Generated: October 29, 2026

Stannous chloride dihydrate → (5-Amino-1,3-dihydro-isoindol-2-yl)-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-methanone

https://huagongshe.com/reaction/2355721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous chloride dihydrateHCID 61436—
Reactant(2,4-Bis-benzyloxy-5-isopropyl-phenyl)-(5-nitro-1,3-dihydro-isoindol-2-yl)methanoneHCID 66672501—
SolventEthanolHCID 702—
Product(5-Amino-1,3-dihydro-isoindol-2-yl)-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-methanoneHCID 6667240787.7%

Reaction Steps

A solution of (2,4-bis-benzyloxy-5-isopropyl-phenyl)-(5-nitro-1,3-dihydro-isoindol-2-yl)methanone (460 mg; 0.88 mmol) in ethanol (25 ml) was treated with tin (II) chloride dihydrate (1 g; 5 equiv.) then heated at reflux overnight then evaporated in vacuo. The residue was partitioned between EtOAc and saturated NaHCO3, the EtOAc layer was separated, dried (MgSO4) and evaporated to give 380 mg of (5-amino-1,3-dihydro-isoindol-2-yl)-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-methanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07754725B2
Source datasetuspto-grants-2010_07
ORD IDord-f03d260b5deb4847a111fd32dec0f014
Source noteuspto-grants-2010_07