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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405076Generated: October 31, 2026

Ethanol → 3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

https://huagongshe.com/reaction/1405076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAmmonium ChlorideHCID 25517—
Reactant4,4,5,5-Tetramethyl-2-(2-methyl-4-nitrophenyl)-1,3,2-dioxaborolaneHCID 24820492—
CatalystZincHCID 23994—
SolventTetrahydrofuranHCID 8028—
Product3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 17750210100%

Reaction Steps

Intermediate 26A (1 g, 3.80 mmol), ammonium chloride (1.432 g, 26.6 mmol), and zinc (1.491 g, 22.81 mmol) were added to a flask, followed by the addition of EtOH (10.0 mL) and THF (10.0 mL). The reaction mixture was stirred at room temperature for 2 hours and filtered through a pad of CELITE®. The filtrate was concentrated under reduced pressure to yield Intermediate 26 (885 mg, 100% yield). MS (ES): m/z=234.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916553B2
Source datasetuspto-grants-2014_12
ORD IDord-de51050d302846bb909eac369cec786f
Source noteuspto-grants-2014_12