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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2304353Generated: November 3, 2026

Epichlorohydrin → 1,3-Bis(di-2-propen-1-ylamino)-2-propanol

https://huagongshe.com/reaction/2304353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEpichlorohydrinHCID 7835—
ReactantSodium HydroxideHCID 14798—
ReactantDiallylamineHCID 31279—
SolventWaterHCID 962—
Product1,3-Bis(di-2-propen-1-ylamino)-2-propanolHCID 11107777—

Reaction Conditions

Temperature25 °C

Reaction Steps

17.4 g (173.8 mmol) of diallylamine (from Aldrich) and 10.0 g of deionized water are stirred in a round-bottomed flask at 55° C. while 8.08 g (86.48 mmol) epichlorohydrin is added from an addition funnel. After 30 minutes the addition is complete. Then sodium hydroxide (10.0 g, 125 mmol, 50%) is added to the reaction mixture and it is stirred for an additional 3.5 hours, after which time the alkylation is complete as determined gas chromatography. The temperature is then cooled to 25° C. and the pH is made alkaline with caustic. The product is extracted from the reaction mixture with ether (three times, 25 ml). On removal of the ether a clear yellow liquid is obtained with a purity of 98.6% (GC and NMR).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06436235B1
Source datasetuspto-grants-2002_08
ORD IDord-7a272d7323374eb48b22a2883fc0e672
Source noteuspto-grants-2002_08