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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490927Generated: October 30, 2026

Methyl 2-Methoxybenzoate → Methyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

https://huagongshe.com/reaction/1490927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-MethoxybenzoateHCID 61151—
ReagentBis(pinacolato)diboraneHCID 2733548—
Reagent4,4'-Di-tert-butyl-2,2'-bipyridylHCID 4249187—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
Solventtert-Butyl methyl etherHCID 15413—
ProductMethyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateHCID 2217150285%
ProductMethyl 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateHCID 2293050215%

Reaction Conditions

Temperature25 °C

Reaction Steps

General procedure Cwas applied to methyl 2-methoxybenzoate15c(66mg, 0.4mmol). The reaction mixture was stirredat room temperature for 16hours giving a conversion of >99% (GC-MS) and 16cand 17cin a 85:15mixture(1H NMR spectrum).

Provenance & Evidence

DOI10.1039/c2sc20776a
Source datasetBorylation dataset from Roche
ORD IDord-4f8c6610445e45ab8ee87e5582f3798b
Source noteBorylation dataset from Roche