N-bromobutanimide → 4-Bromomethyl-2,5-dimethoxybenzonitrile

HRID 76855Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:10]=[C:9]([CH3:11])[C:8]([O:12][CH3:13])=[CH:7][C:4]=1[C:5]#[N:6].C1C(=O)N([Br:21])C(=O)C1>>[Br:21][CH2:11][C:9]1[C:8]([O:12][CH3:13])=[CH:7][C:4]([C:5]#[N:6])=[C:3]([O:2][CH3:1])[CH:10]=1

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 5957382,5-Dimethoxy-4-methylbenzonitrile

Product 1

HCID 588270584-Bromomethyl-2,5-dimethoxybenzonitrile

Procedure

2,5-Dimethoxy-4-methylbenzonitrile (4.06 g, 21.5 mmol) is brominates with NBS according to Example 1A to give 4-bromomethyl-2,5-dimethoxybenzonitrile. 1H NMR (400 MHz, CDCl3) δ (ppm) 6.95 (s, 1H), 6.91 (s, 1H), 4.43 (s, 2H), 3.84 (s, 3H), 3.80 (s, 3H).

Sources & evidence

ORD record: ord-cee3297a78c8402b94cb6de8ee48ff8d
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08835646B2

Reaction notes

Loading…