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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58003Generated: October 26, 2026

Allyl bromide → 3-(allyloxy)-N,N-dimethylpropan-1-amine

https://huagongshe.com/reaction/58003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantSodium hydrideHCID 24758—
Reactant3-(Dimethylamino)-1-propanolHCID 76646—
SolventAcetoneHCID 180—
Product3-(allyloxy)-N,N-dimethylpropan-1-amineHCID 22650008—

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium hydride (17.5 g) and dimethyl formaldehyde (400 mL) were added to a 2-L round-bottom flask. After cooling the flask to 0° C. by immersing in an ice bath, 3-dimethylamino-1-propanol (0.398 mol) was added. After stirring for about 30 minutes and adding allyl bromide (0.4378 mol), the mixture was stirred for 3 hours after raising the temperature of the reactor to room temperature. Upon completion of reaction, the reaction was terminated by adding water to the flask and the product was extracted using diethyl ether. The extract was concentrated under reduced pressure and used in the next step without further purification. After filtration under reduced pressure, 3-(allyloxy)-N,N-dimethylpropan-1-amine was obtained through fractional distillation. Structural analysis was performed by NMR spectroscopy.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434751B2
Source datasetuspto-grants-2016_09
ORD IDord-b1db5d29fecb4c13abb6c511cfbea4f1
Source noteuspto-grants-2016_09