4-Methoxy-N-(3,4,5-trimethoxybenzyl)aniline → 4-Methoxy-N-[(3,4,5-trimethoxyphenyl)methyl]aniline--hydrogen chloride (1/1)

HRID 1647306Notes

Reaction equation

HRID 1647306 reaction equation
[CH3:1][O:2][C:3]1[CH:22]=[CH:21][C:6]([NH:7][CH2:8][C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=2)=[CH:5][CH:4]=1.[ClH:23].CC1C=CC(NCC2C=C(OC)C(OC)=C(OC)C=2)=CC=1>>[ClH:23].[CH3:1][O:2][C:3]1[CH:22]=[CH:21][C:6]([NH:7][CH2:8][C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 3647164-Methoxy-N-(3,4,5-trimethoxybenzyl)anilineHCID 3737994-Methyl-N-[(3,4,5-trimethoxyphenyl)methyl]aniline--hydrogen chloride (1/1)

Product 1

HCID 3728554-Methoxy-N-[(3,4,5-trimethoxyphenyl)methyl]aniline--hydrogen chloride (1/1)Yield 80.7%

Procedure

From 109c (9.0 g, 29.7 mmol), a similar procedure as described for 110a gave 110c (8.14 g, 80.7%) as tiny white crystals: mp 182°-4° C. 1H NMR (200 MHz, DMSO-d6) δ7.36 (d, J=8 Hz 2H), 6.98 (d, J=8 Hz, 2H), 6.62 (s, 2H), 4.36 (s, 2H), 3.74 (s, 9H), 3.63 (s, 3H). Anal. (C17H22ClNO4.1/2H2O)C, H, N.

Sources & evidence

ORD record
ord-47f69964b363423ab14ffeefbc65895e
Source dataset
uspto-grants-1995_07
Patent number
US05430062

Reaction notes

Loading…