ChemicalBook CAS DataBase List N-octyl-N-phenylaniline

N-octyl-N-phenylaniline synthesis

4synthesis methods

Product Name:N-octyl-N-phenylaniline
CAS Number:86-25-9
Molecular formula:C20H27N
Molecular Weight:281.44

111-83-1 Synthesis

111-83-1
493 suppliers
$12.00/25g

122-39-4 Synthesis

122-39-4
332 suppliers
$14.00/5g

86-25-9
6 suppliers
inquiry

Yield:86-25-9 87%

Reaction Conditions:

with N-benzyl-N,N,N-triethylammonium chloride;sodium hydroxide in water; for 24 h;Reflux;

Steps:

2.1 2.2.1. N-octyldiphenylamine (1)

A mixture of diphenylamine (10 g, 0.056 mol), octyl bromide(12 g, 0.062 mol), benzyltriethylammonium chloride (BTEAC) (1.4 g,6.0 mmol), NaOH (12 g, 0.3 mol) and H2O (10 mL) was vigorouslystirred for 24 h at reflux temperature (Scheme 1). After cooling, the organic layer was separated. The crude product was purified bycolumn chromatography on alumina (elution with petroleumether). Yield 14.4 g (87%), colorless oil. 1H NMR (CDCl3, 400 MHz) δ:0.88 (3H, t, J 6.9 Hz, Me), 1.28 (10H, m, (CH2)5), 1.66 (2H, m, CH2),3.68 (CH, t, J 7.8 Hz, NCH2), 6.94 (2H, m, HAr), 6.99 (4H, m, HAr), 7.26(4H, m, HAr) ppm (1H NMR Ref. [38]).

References:

Baranov, Denis S.;Uvarov, Mikhail N.;Kazantsev, Maxim S.;Mostovich, Evgeny A.;Glebov, Evgeni M.;Gatilov, Yurii V.;Kulik, Leonid V. [Dyes and Pigments,2017,vol. 136,p. 707 - 714]