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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1406744Generated: October 30, 2026

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

https://huagongshe.com/reaction/1406744

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 numberUS08916552B2
Source datasetuspto-grants-2014_12
ORD IDord-41ea21d1f2064bc2936200f52f66fa83
Source noteuspto-grants-2014_12