2,6-Dimethylaniline → HCID 67215826, compound

HRID 1627952Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]([CH3:8])[CH:5]=[CH:6][CH:7]=1.[CH3:9][C:10]1[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[C:11]=1[NH2:12]>>[CH3:9][C:10]1[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[C:11]=1[NH:12][C:2]1[CH:3]=[C:4]([CH3:8])[CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 68962,6-Dimethylaniline

HCID 115603-Bromotoluene

Product 1

HCID 67215826HCID 67215826, compoundYield 93%

Procedure

Following the general procedure using 3-bromotoluene (121 μL, 1.00 mmol) and 2,6-dimethylaniline (148 μL, 1.20 mmol), the reaction was stirred for 19 h at rt. Column chromatography on silica gel (eluting with 30% EtOAc/hexanes) afforded the product as an off-white solid (196 mg, 93%).

Sources & evidence

ORD record: ord-fc2816dd830e4db98a9737c6142dac70
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785665B2

Reaction notes

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