Benzoic acid, 3-fluoro-, ethyl ester → Ethyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

HRID 1490647Notes

Reaction equation

HRID 1490647 reaction equation
CCOC(=O)c1cccc(F)c1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].[Ir].[Ir]>CCOC(=O)c1ccc(B2OC(C)(C)C(C)(C)O2)c(F)c1

Participants

6

Reactant 1

HCID 67975Benzoic acid, 3-fluoro-, ethyl ester

Product 1

HCID 23134230Ethyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateYield 27%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Sources & evidence

ORD record
ord-8806275e9a12481eb728ad106eba28c6
Source dataset
Borylation dataset from Roche

Reaction notes

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