4-Methyl-N-(3,4,5-trimethoxybenzyl)aniline → HCID 373803, compound

HRID 1647304Notes

Reaction equation

HRID 1647304 reaction equation
[CH2:1]([C:4]1[CH:23]=[CH:22][C:7]([N:8]=[CH:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[C:12]([O:20][CH3:21])[CH:11]=2)=[CH:6][CH:5]=1)[CH2:2][CH3:3].CC1C=CC(NCC2C=C(OC)C(OC)=C(OC)C=2)=CC=1>>[CH2:1]([C:4]1[CH:23]=[CH:22][C:7]([NH:8][CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[C:12]([O:20][CH3:21])[CH:11]=2)=[CH:6][CH:5]=1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 3737984-Methyl-N-(3,4,5-trimethoxybenzyl)anilineHCID 373811151221-95-3

Product 1

HCID 373803HCID 373803, compoundYield 70.7%

Procedure

From 108g (8.5 g, 26.9 mmol), a similar procedure as described for 109a gave 109g (6.0 g, 70.3%) as an oil. 1H NMR (200 MHz, CDCl3) δ7.00 (d, J=8 Hz, 2H), 6.61 (s, 2H), 6.60 (d, J=8 Hz, 2H), 4.23 (s, 2H), 3.84 (s, 9H), 2.84 (t, J=8 Hz, 2H), 1.60 (sextet, J=8 Hz, 2H), 0.92 (t, J=8 Hz, 3H). EIMS m/e 315 (M+, 93).

Sources & evidence

ORD record
ord-680f4b91cda34e0fba4d93f323951ef1
Source dataset
uspto-grants-1995_07
Patent number
US05430062

Reaction notes

Loading…