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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928412Generated: November 1, 2026

Sodium Azide → [4-(Azidomethyl)phenyl]methanol

https://huagongshe.com/reaction/928412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant[4-(Chloromethyl)phenyl]methanolHCID 5107660—
SolventDimethylformamideHCID 6228—
Product[4-(Azidomethyl)phenyl]methanolHCID 23132430—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of (4-Chloromethyl-phenyl)-methanol (5 g, 31.9 mmol) and sodium azide (2.283 g, 35.1 mmol) in 50 mL DMF was stirred at 90° C. for 16 h. The reaction mixture was concentrated in vacuo and the residue was treated with DCM and extracted with water. The organic layer was dried over MgSO4 and evaporated to give the title compound which was used in the next step without further purification. 1H-NMR (CDCl3, 400 MHz) 7.38-7.31 (m, 4H), 4.52 (d, 2H, 5.6 Hz), 4.42 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290485B2
Source datasetuspto-grants-2016_03
ORD IDord-dd8389899fe244398f1a6b4ddea79d24
Source noteuspto-grants-2016_03