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

HRID 1490480
Notes
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Reaction equation

HRID 1490480 reaction equation
CN(C)c1ccccc1>B1Oc2ccccc2O1.CC(C)(O)C(C)(C)O.CCN(CC)CC.FC(F)(F)c1cc(B(c2cc(C(F)(F)F)cc(C(F)(F)F)c2)c2cc(C(F)(F)F)cc(C(F)(F)F)c2)cc(C(F)(F)F)c1>CN(C)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1
ParticipantsConditionsSources & evidenceReaction notes

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 94%

Reagents, catalysts & solvents 4

HCID 6425PinacolReagentHCID 8471TriethylamineReagentHCID 67506CatecholboraneReagentHCID 15434991Tris[3,5-bis(trifluoromethyl)phenyl]boraneCatalyst

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-7191fff7225d4b598f759ef688cee46d
Source dataset
Borylation dataset from Roche
DOI
10.1002/anie.201611536

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes