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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075164Generated: November 1, 2026

Methanol → HCID 58415344, compound

https://huagongshe.com/reaction/2075164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDibutyltin oxideHCID 61221—
ReactantAzidotrimethylsilaneHCID 78378—
Reactant1-(Diphenylmethyl)azetidine-3-carbonitrileHCID 2779290—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 58415344HCID 58415344—

Reaction Steps

1-Benzhydrylazetidine-3-carbonitrile (2.48 g, 10 mmol), trimethylsilyl azide (2.30 g, 20 mmol) and dibutyltin oxide (498 mg, 2.0 mmol) were dissolved in toluene (20 mL) and heated to reflux for 32 h. The reaction mixture was then cooled to room temperature and applied directly to ISCO system with 10% methanol in dichloromethane to give the product. 1H NMR (400 MHz, CDCl3) δ 7.54 (m, 4H), 7.31 (m, 6H), 5.11 (s, 1H), 4.47 (m, 1H), 4.05 (t, J=7.2 Hz, 2H), 3.91 (t, J=7.2 Hz, 2H). MS (ESI) m/z: Calculated: 291.15; Observed: 291.90 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919519B2
Source datasetuspto-grants-2011_04
ORD IDord-78b419a29c4d4dddac3133ea652c29fc
Source noteuspto-grants-2011_04