Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 723141Generated: October 31, 2026

Dibutyltin oxide → HCID 21886449, compound

https://huagongshe.com/reaction/723141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibutyltin oxideHCID 61221—
ReactantAzidotrimethylsilaneHCID 78378—
ReactantSTK366373HCID 227606—
SolventTolueneHCID 1140—
ProductHCID 21886449HCID 2188644983%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentanenitrile (6.84 g, 30 mmol) and azidotrimethylsilane (14 mL, 108 mmol) in toluene (40 mL) was added dibutyltin oxide (2.1 g, 6.0 mmol). The mixture was heated at 100° C. for 48 h, concentrated, and flash chromatographed on silica gel column, eluting with EtOAc/DCM (30 and 60%) followed by methanol/DCM (2.5 and 5%) to give the title compound (6.72 g, 83% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138530B2
Source datasetuspto-grants-2006_11
ORD IDord-6cc76dca9388426fa4b01a6b64003304
Source noteuspto-grants-2006_11