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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735100Generated: October 25, 2026

Diisopropyl Ether → 5-Nitro-2-pyrrolidin-1-ylmethylbenzoxazole

https://huagongshe.com/reaction/735100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
ReactantPotassium CarbonateHCID 11430—
ReactantPyrrolidineHCID 31268—
Reactant2-(Chloromethyl)-5-nitro-1,3-benzoxazoleHCID 2764189—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Nitro-2-pyrrolidin-1-ylmethylbenzoxazoleHCID 59766992—

Reaction Conditions

Temperature50 °C

Reaction Steps

A reaction mixture of 3 g (14.11 mmol) of 2-chloromethyl-5-nitrobenzoxazole, 1.5 mL (17.97 mmol) of pyrrolidine, and 3.9 g (28.22 mmol) of potassium carbonate in 30 mL of DMF is stirred for 4 hours at 50° C. Then the reaction mixture is diluted with water and covered with diisopropyl ether, The precipitated yellow solid is suction filtered, washed again, and dried in the circulating air dryer at 60° C. Yield: 1.8 g (52% of theory); C12H13N3O3 (M=247.25); calc.: molecular ion peak (M+H)+: 248; found: molecular ion peak (M+H)+: 248; Rf value: 0.4 (silica gel, dichloromethane/ethanol (20:1)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592373B2
Source datasetuspto-grants-2009_09
ORD IDord-652e8ce8327f40859f9e5f8de2b56507
Source noteuspto-grants-2009_09