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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229915Generated: October 30, 2026

Borane;tetrahydrofuran → 1-Acetoxymethyl-3-nitro-2,4,6-trimethylbenzene

https://huagongshe.com/reaction/2229915

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant2,4,6-Trimethyl-3-nitrobenzoic acidHCID 8167077—
SolventTetrahydrofuranHCID 8028—
Product1-Acetoxymethyl-3-nitro-2,4,6-trimethylbenzeneHCID 1525428689%

Reaction Steps

To a solution of 3-nitro-2,4,6-trimethylbenzoic acid (6.7 g, 31.9 mmol) in anhydrous THF (100 mL) was added 1 m solution of BH3.THF in THF (63.8 mL, 63.8 mmol) dropwise at 0° C. The reaction mixture was stirred overnight at RT, cooled to 0° C. and quenched with water. The product was extracted into ethyl acetate, the extract was washed with water, dried over MgSO4 and concentrated to give 1-acetoxymethyl-3-nitro-2,4,6-trimethylbenzene as a light yellow oil (6.3 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420567B1
Source datasetuspto-grants-2002_07
ORD IDord-eb75696242f440958e151ab613250e8f
Source noteuspto-grants-2002_07