3-Methoxybenzaldehyde → 3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

HRID 1490614Notes

Reaction equation

HRID 1490614 reaction equation
COc1cccc(C=O)c1>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]>COc1cc(C=O)cc(B2OC(C)(C)C(C)(C)O2)c1

Participants

8

Reactant 1

HCID 115693-Methoxybenzaldehyde

Product 1

HCID 1272636903-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehydeYield 89%

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-14cd34ece89e4dfd945a10e825e0f1d3
Source dataset
Borylation dataset from Roche

Reaction notes

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