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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075831Generated: October 25, 2026

alpha-Bromo-2-nitrotoluene → 4,4,5,5-Tetramethyl-2-[4-(2-nitro-benzyloxy)-phenyl]-[1,3,2]dioxaborolane

https://huagongshe.com/reaction/2075831

Reaction equation

Participants

RoleNameHCIDCharge
Reactantalpha-Bromo-2-nitrotolueneHCID 77569—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 2734624—
Product4,4,5,5-Tetramethyl-2-[4-(2-nitro-benzyloxy)-phenyl]-[1,3,2]dioxaborolaneHCID 6711020562%

Reaction Steps

Alkylation of 1-Bromomethyl-2-nitro-benzene with 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol was carried out according to procedures in Step 5A for Example 2A to give 4,4,5,5-Tetramethyl-2-[4-(2-nitro-benzyloxy)-phenyl]-[1,3,2]dioxaborolane in 62% yield. 1H NMR (400 MHz, CHLOROFORM-D) δ ppm 1.3 (s, 12 H) 5.5 (s, 2 H) 7.0 (d, J=8.6 Hz, 2 H) 7.5 (m, 1 H) 7.7 (m, 1 H) 7.8 (d, J=8.6 Hz, 2 H) 7.9 (dd, J=7.8, 1.0 Hz, 1 H) 8.2 (dd, J=8.1, 1.3 Hz, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07923446B2
Source datasetuspto-grants-2011_04
ORD IDord-d83000fef2be4e82a42afaa9a478230d
Source noteuspto-grants-2011_04