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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367363Generated: November 2, 2026

Bromomethyl 4-methoxyphenyl ketone → 2-Azido-1-[4-(methyloxy)phenyl]ethanone

https://huagongshe.com/reaction/2367363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromomethyl 4-methoxyphenyl ketoneHCID 4965—
ReactantSodium AzideHCID 33557—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2-Azido-1-[4-(methyloxy)phenyl]ethanoneHCID 10997835102.7%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of 2-bromo-1-[4-(methyloxy)phenyl]ethanone (3.5 g, 15.28 mmol) and sodium azide (1.490 g, 22.92 mmol) in THF (40 mL) and water (13.33 mL) was stirred at 25° C. for 2 hours. The mixture was diluted with water (150 mL), and extracted with Et2O (3×100 mL), dried (Na2SO4), filtered, concentrated to afford the title compound (3.0 g) as a pink solid. 1H NMR (400 MHz, DMSO-d6): δ 3.87 (s, 3H), 4.83 (s, 2H), 7.07 (d, 2H), 7.93 (d, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697685B2
Source datasetuspto-grants-2014_04
ORD IDord-7cf5d191b2614f4090b01db1a80eabe9
Source noteuspto-grants-2014_04