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