ChemicalBook CAS DataBase List N,N-Bisisopropyl-3-phenyl-2-propenaMine

N,N-Bisisopropyl-3-phenyl-2-propenaMine synthesis

4synthesis methods

Product Name:N,N-Bisisopropyl-3-phenyl-2-propenaMine
CAS Number:87462-12-2
Molecular formula:C15H23N
Molecular Weight:217.35

108-18-9 Synthesis

108-18-9
386 suppliers
$10.00/1g

2687-12-9 Synthesis

2687-12-9
167 suppliers
$5.00/5g

87462-12-2
12 suppliers
$130.00/1g

Yield:87462-12-2 93%

Reaction Conditions:

with potassium carbonate;potassium iodide in methanol;toluene; for 20 h;Reflux;

Steps:

1

A mixture of cinnamyl chloride (905 ml, 6.5 mol), diisopropylamine (1.37 1, 9.75 mol), potassium carbonate (0.90 kg, 6.5 mol), potassium iodide (54 g, 0.325 mol), toluene (2.1 l) and methanol (0.50 1) is stirred at reflux temperature for 20 hours. The mixture is cooled to 25 °C and water (5.2 1) is added. Phases are separated and the organic phase is extracted with brine. Organic phase is concentrated under reduced pressure (50 °C) and then water (10.4 1) and toluene (2.6 l) are added and the pH is adjusted to 2 by addition of concentrated hydrochloric acid (-500 ml). The resulting mixture is stirred for 15 minutes and the phases are separated. The aqueous phase is re-extracted twice with toluene (2 x 2.6 l). Then the pH of the aqueous phase is adjusted to 12 by addition of 8 M aqueous sodium hydroxide solution (750 ml). To the resulting white suspension is added heptane (5.2 l) and the mixture is stirred for 15 minutes. Phases are separated and aqueous phase is re-extracted twice with heptane (2 x 2.6 l). Combined organic phases are dried over Na₂SO₄ and concentrated to give 1.32 kg (93 % yield) of DIPCA.

References:

EP2364966,2011,A1 Location in patent:Page/Page column 17-18

673-32-5 Synthesis