3-Bromotoluene → 2-(3-Bromo-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1491358Notes

Reaction equation

HRID 1491358 reaction equation
Cc1cccc(Br)c1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCc2c(c3c(c4c2CCCC4)CCCC3)C1.CC1(C)OBOC1(C)C.COC1CCCC1.C[OH2+].C[OH2+].Cc1cnc2c(ccc3c(C)c(C)cnc32)c1C.[Ir].[Ir]>Cc1cc(Br)cc(B2OC(C)(C)C(C)(C)O2)c1

Participants

7

Reactant 1

HCID 115603-Bromotoluene

Product 1

HCID 534290562-(3-Bromo-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneYield 30%

Reagents, catalysts & solvents 5

HCID 742653,4,7,8-Tetramethyl-1,10-phenanthrolineReagentHCID 95278DodecahydrotriphenyleneReagentHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 138539Cyclopentyl methyl etherSolvent

Conditions

Temperature
25 °C

Sources & evidence

ORD record
ord-de19c5916e1c4e258c9e1bc7e6269d3d
Source dataset
Borylation dataset from Roche

Reaction notes

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