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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010801Generated: October 30, 2026

Methyl p-toluenesulfonate → 5-Benzyl-7-methoxy-5-azaspiro[2.4]heptane

https://huagongshe.com/reaction/1010801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl p-toluenesulfonateHCID 6645—
ReactantSodium hydrideHCID 24758—
Reactant5-Benzyl-5-azaspiro[2.4]heptan-7-olHCID 58452923—
SolventDimethylformamideHCID 6228—
Product5-Benzyl-7-methoxy-5-azaspiro[2.4]heptaneHCID 16738288—

Reaction Conditions

Temperature0 °C

Reaction Steps

5-Benzyl-5-azaspiro[2.4]heptan-7-ol (200 mg) was dissolved into DMF (4 ml) and cooled at 0° C. NaH (120 mg) was added to the reaction and stirred for 10 minutes. To the reaction was added TsOMe (200 mg), the solution was heated at 80° C. for two hours. The reaction was quenched with water and extracted with EtOAc followed by washing with water, then brine and dried over Na2SO4 and evaporated to give the titled product. Mass: (M+1), 158

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977346B2
Source datasetuspto-grants-2011_07
ORD IDord-f54aada8aa714135bf3a53651debd1bd
Source noteuspto-grants-2011_07