2-Methylbenzaldehyde → (3-FORMYL-4-METHYLPHENYL)BORONIC ACID PINACOL ESTER

HRID 1490632Notes

Reaction equation

HRID 1490632 reaction equation
Cc1ccccc1C=O>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CC1(C)OBOC1(C)C.CN.C[OH2+].C[OH2+].Cc1cnc2c(ccc3c(C)c(C)cnc32)c1C.[Ir].[Ir]>Cc1ccc(B2OC(C)(C)C(C)(C)O2)cc1C=O

Participants

8

Reactant 1

HCID 107222-Methylbenzaldehyde

Product 1

HCID 127263688(3-FORMYL-4-METHYLPHENYL)BORONIC ACID PINACOL ESTERYield 71%

Reagents, catalysts & solvents 6

HCID 6329MethylamineReagentHCID 742653,4,7,8-Tetramethyl-1,10-phenanthrolineReagentHCID 2733548Bis(pinacolato)diboraneReagentHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
90 °C

Sources & evidence

ORD record
ord-035ee8701a30457ca4f169e9b4194914
Source dataset
Borylation dataset from Roche

Reaction notes

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