Methyl 3-(methylthio)benzoate → HCID 178498626, compound

HRID 1491159

Reaction equation

HRID 1491159 reaction equation
COC(=O)c1cccc(SC)c1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1ccc(C)cc1.Cc1ccnc(-c2cc(C)ccn2)c1.[Ir].[Ir]>COC(=O)c1cc(SC)cc(B2OC(C)(C)C(C)(C)O2)c1

Participants

6

Reactant 1

HCID 6432769Methyl 3-(methylthio)benzoate

Product 1

HCID 178498626HCID 178498626, compoundYield 83%

Reagents, catalysts & solvents 4

HCID 143384,4'-Dimethyl-2,2'-bipyridineReagentHCID 2733548Bis(pinacolato)diboraneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
55 °C

Procedure

dtbpy: A mixture of ortho- and meta-borylated products (128 mg, 83% yield, ortho/meta + para = <0.01); meta-Isomer 5pwas obtained by further purification by GPC (116 mg, 75% yield), white solid (mp. 115-117 oC)

Sources & evidence

ORD record
ord-76f3f83feb2744bb84a39a38dd5be253
Source dataset
Borylation dataset from Roche

Linked notes

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