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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647300Generated: November 1, 2026

4-Methyl-N-(3,4,5-trimethoxybenzyl)aniline → 4-Methoxy-N-(3,4,5-trimethoxybenzyl)aniline

https://huagongshe.com/reaction/1647300

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyl-N-(3,4,5-trimethoxybenzyl)anilineHCID 373798—
Reactant151221-92-0HCID 373989—
ReactantSodium borohydrideHCID 4311764—
Product4-Methoxy-N-(3,4,5-trimethoxybenzyl)anilineHCID 36471693.5%

Reaction Steps

From 108c (10.8 g, 35.8 mmol) and NaBH4 (6.8 g, 179 mmol), a similar procedure as described for 109a gave 109c (10.1 g, 93.5%) as pale purple crystals. 1H NMR (200 MHz, CDCl3) δ6.79 (d, J=8 Hz, 2H), 6.62 (d, J=8 Hz, 2H), 6.61 (s, 2H), 4.21 (s, 2H), 3.84 (s, 9H), 3.74 (s, 3H). CIMS (isobutane) m/e 304 (MH+, 20).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05430062
Source datasetuspto-grants-1995_07
ORD IDord-be825ab54b76401ab0168a5c56006e1c
Source noteuspto-grants-1995_07