N,N-Dimethylaniline → N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

HRID 1490478Notes

Reaction equation

HRID 1490478 reaction equation
CN(C)c1ccccc1>B1Oc2ccccc2O1.CC(C)(O)C(C)(C)O.CCN(CC)CC.CCOCC.Cc1ccccc1.FB(F)F>CN(C)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1

Participants

7

Reactant 1

HCID 949N,N-Dimethylaniline

Product 1

HCID 2758659N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)anilineYield 0%

Reagents, catalysts & solvents 5

HCID 6425PinacolReagentHCID 8471TriethylamineReagentHCID 67506CatecholboraneReagentHCID 8000Boron trifluoride etherateCatalystHCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-9728f7209f73423b947f4036d978239c
Source dataset
Borylation dataset from Roche

Reaction notes

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