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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639121Generated: November 1, 2026

1-Octanol → 1-[3-(Octyloxy)propyl]azepan-2-one

https://huagongshe.com/reaction/1639121

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-OctanolHCID 957—
ReactantCaprolactamHCID 7768—
Reactant1,3-DibromopropaneHCID 8001—
ReactantSodium hydrideHCID 24758—
SolventTolueneHCID 1140—
Product1-[3-(Octyloxy)propyl]azepan-2-oneHCID 1401049269.4%

Reaction Steps

A mixture of 0.93 g of 60% sodium hydride and 100 ml of dry toluene was incorporated dropwise with 3.00 g of n-octyl alcohol, heated under reflux for one hour, thereafter incorporated with 14.1 g of 1,3-dibromopropane, further refluxed for 12 hours and then filtered to remove insoluble materials to obtain a filtrate. The thus obtained filtrate was washed with water, dried, freed from the solvent by distillation off and then finally distilled to obtain a colorless transparent substance. 4.59 g of the thus obtained substance was added to a mixture of 2.07 g of azacycloheptane-2-one, 0.80 g of 60% sodium hydride and 150 ml of dry toluene, after which the whole was refluxed for 12 hours and then filtered to remove insoluble materials to obtain a filtrate. The thus obtained filtrate was washed with water, dried, freed from the solvent by distillation off at reduced pressure and then finally distilled to obtain 3.60 g of colorless 1-[3-(n-octyloxy) propyl] azacycloheptane-2-one having the following appearance, column temperature and analysis:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04882359
Source datasetuspto-grants-1989_11
ORD IDord-a582f0c4a4ed4976b5e4418b6355f72e
Source noteuspto-grants-1989_11