Veratraldehyde → (2-Formyl-4,5-dimethoxyphenyl)boronic acid pinacol ester

HRID 1490619Notes

Reaction equation

HRID 1490619 reaction equation
COc1ccc(C=O)cc1OC>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)N.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CC1(C)OBOC1(C)C.C[OH2+].C[OH2+].Nc1cccc2cccnc12.[Ir].[Ir]>COc1cc(C=O)c(B2OC(C)(C)C(C)(C)O2)cc1OC

Participants

8

Reactant 1

HCID 8419Veratraldehyde

Product 1

HCID 25214878(2-Formyl-4,5-dimethoxyphenyl)boronic acid pinacol esterYield 84%

Reagents, catalysts & solvents 6

HCID 6385Tert-ButylamineReagentHCID 113598-AminoquinolineReagentHCID 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-4d853d8083eb4de9b1768c8092ed8a1e
Source dataset
Borylation dataset from Roche

Reaction notes

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