Ethyl 2-chlorobenzoate → Ethyl 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

HRID 1490710

Reaction equation

HRID 1490710 reaction equation
CCOC(=O)c1ccccc1Cl>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)O.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].O=c1ccc2cccc(-c3ccc(-c4ccccn4)nc3)c2[nH]1.[Ir].[Ir].[K]>CCOC(=O)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1Cl

Participants

7

Reactant 1

HCID 81783Ethyl 2-chlorobenzoate

Product 1

HCID 22032441Ethyl 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateYield 93%

Reagents, catalysts & solvents 5

HCID 2733548Bis(pinacolato)diboraneReagentHCID 86639980Potassium tert-butoxideReagentHCID 1646813858-([2,2'-bipyridin]-5-yl)quinolin-2(1H)-oneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-4e26c2c361d941fa9c4e936c7bbe5a06
Source dataset
Borylation dataset from Roche

Linked notes

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