Acetone → 2-Propen-1-amine, N,N-diethyl-

HRID 1370697Notes

Reaction equation

HRID 1370697 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[CH2:6]([Br:9])[CH:7]=[CH2:8].[CH3:10][C:11]([CH3:13])=O>>[Br-:9].[CH2:6]([N+:3]([CH2:13][CH:11]=[CH2:10])([CH2:4][CH3:5])[CH2:1][CH3:2])[CH:7]=[CH2:8].[CH2:6]([N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[CH:7]=[CH2:8]

Participants

5

Reactant 3

HCID 180AcetoneHCID 7841Allyl bromideHCID 8021Diethylamine

Product 2

HCID 797482-Propen-1-amine, N,N-diethyl-HCID 11521507HCID 11521507, compound

Procedure

Diallyl diethyl ammonium bromide monomer was prepared as follows. To 160 grams (2.20 moles) of diethylamine in 100 milliliters of acetone was added 60.5 grams (0.5 mole) of allyl bromide. After several minutes, the solution became cloudy and white crystals of the byproduct diethyl dihydro ammonium bromide were formed in addition to allyl diethyl amine. The solution containing allyl diethyl amine was filtered and distilled under nitrogen at 112° C. to purify the material. Thereafter, the allyl diethyl amine was redissolved in 200 milliliters of acetone and more allyl bromide was slowly added. Crystals of the product, diallyl diethyl ammonium bromide, precipitated out immediately. The product was recovered by filtration, washed with several quantities of acetone, and dried under vacuum.

Workup

  1. waitAfter several minutes

Sources & evidence

ORD record
ord-eb1b856b11754968b4551467baa52f3a
Source dataset
uspto-grants-2003_06
Patent number
US06583234B2

Reaction notes

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