5-Bromo-o-toluidine → 5-(Furan-3-yl)-2-methylaniline

HRID 1964011Notes

Reaction equation

HRID 1964011 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:13]=[CH:12][O:11][CH:10]=2)O1.Br[C:16]1[CH:17]=[CH:18][C:19]([CH3:23])=[C:20]([CH:22]=1)[NH2:21]>>[O:11]1[CH:12]=[CH:13][C:9]([C:16]2[CH:17]=[CH:18][C:19]([CH3:23])=[C:20]([CH:22]=2)[NH2:21])=[CH:10]1

Participants

3

Reactant 2

HCID 27348055-Bromo-o-toluidineHCID 27739962-(Furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Product 1

HCID 639497535-(Furan-3-yl)-2-methylanilineYield 98%

Procedure

Using the same method as in Example 5-(i), 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)furan was reacted with the 5-bromo-2-methylaniline to give 5-(furan-3-yl)-2-methylaniline (yield: 98%).

Sources & evidence

ORD record
ord-0967044213734f41a3f890b81ee3c194
Source dataset
uspto-grants-2013_04
Patent number
US08415479B2

Reaction notes

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