Guaiacol → 2-Methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenol

HRID 1490685Notes

Reaction equation

HRID 1490685 reaction equation
COc1ccccc1O>C1=CCCC=CCC1.C1=CCCC=CCC1.C1COB(B2OCCO2)O1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC(C)(O)C(C)(C)O.CCN(CC)CC.C[OH2+].C[OH2+].Cc1ccccc1.ClC(Cl)Cl.[Ir].[Ir]>COc1cccc(B2OC(C)(C)C(C)(C)O2)c1O

Participants

9

Reactant 1

HCID 460Guaiacol

Product 1

HCID 722194922-Methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenolYield 73%

Reagents, catalysts & solvents 7

HCID 6425PinacolReagentHCID 8471TriethylamineReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 186732542,2'-Bi-1,3,2-dioxaborolaneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 1140TolueneSolventHCID 6212ChloroformSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-83dc7e2acc75457aac4ac34e9f7c480e
Source dataset
Borylation dataset from Roche

Reaction notes

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