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

HRID 1490482Notes

Reaction equation

HRID 1490482 reaction equation
CN(C)c1ccccc1>B1Oc2ccccc2O1.CC(C)(O)C(C)(C)O.CCN(CC)CC.Fc1c(F)c(F)c([B-](c2c(F)c(F)c(F)c(F)c2F)(c2c(F)c(F)c(F)c(F)c2F)c2c(F)c(F)c(F)c(F)c2F)c(F)c1F.c1ccc([C+](c2ccccc2)c2ccccc2)cc1>CN(C)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1

Participants

6

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 80%

Reagents, catalysts & solvents 4

HCID 6425PinacolReagentHCID 8471TriethylamineReagentHCID 67506CatecholboraneReagentHCID 9832824Methylium, triphenyl-, tetrakis(2,3,4,5,6-pentafluorophenyl)borate(1-) (1:1)Catalyst

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-b4cbd3df40c848cf8e5f7ec5db1e68eb
Source dataset
Borylation dataset from Roche

Reaction notes

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