Benzyldiphenylamine → N,N'-Dibenzyl-N,N'-diphenyl-p-phenylenediamine

関与物質

役割	名称	HCID	仕込み量
反応物	Benzyldiphenylamine	HCID 69080	—
反応物	Benzyl Phenyl Ether	HCID 70352	—
反応物	N1,N4-Dibenzylidenebenzene-1,4-diamine	HCID 272373	—
溶媒	Ethyl Acetate	HCID 8857	—
生成物	N,N'-Dibenzyl-N,N'-diphenyl-p-phenylenediamine	HCID 15701549	—

反応手順

N,N'-Bis(phenylmethylene)benzene-1,4-diamine (1.42 g, 0.005 mol) and phenylmethoxybenzene (1.84 g, 0.010 mol) were heated in Na/DMF (1 g: 50 mL) at 100° C. for 1 hr. Similar workup as for the preparation of benzyldiphenylamine and chromatography on silica using petroleum ether/chloroform 4:1 as eluent gave 0.35 g (16%) mp 149-51° C. from ethyl acetate. 1H NMR (200 MHz, CDCl3)δ (assignment): 4.96 (s,4H, PhCH2N--), 6.80-6.97 (m, 6H, aromatic), 7.05 (s, 4H, (PhCH2 (Ph)N)2C6H4), 7.16-7.33 (m, 14H, aromatic). MS [m/e (70 eV, % of base peak)] (PhCH2 (Ph)N)2C6H4 440 (M+., 25.4), 349 (M+. --C7H7., 24.5), 91 (C7H7+, 100). HRMS (m/z) for C32H28N2 (M+.) calcd. 440.225, found 440.227.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US05011998
出典データセット	uspto-grants-1991_04
ORD ID	ord-34ae4387fd6744c08f4616ea6915ec55
出典メモ	uspto-grants-1991_04