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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647299Generated: October 30, 2026

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

https://huagongshe.com/reaction/1647299

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyl-N-(3,4,5-trimethoxybenzyl)anilineHCID 373798—
Reactant151221-91-9HCID 373991—
ReactantSodium borohydrideHCID 4311764—
Product4-Ethyl-N-(3,4,5-trimethoxybenzyl)anilineHCID 37380076.6%

Reaction Steps

From 108b (7.0 g, 23.4 mmol) and NaBH4 (4.4 g, 117 mmol), a similar procedure as described for 109a gave 109b (5.4 g, 76.6%) as white crystals: mp 64°-6° C. after recrystallization from ethanol. 1H NMR (200 MHz, CDCl3) δ7.03 (d, J=8 Hz, 2H), 6.61 (s, 2H), 6.62 (d, J=8 Hz, 2H), 4.24 (s, 2H), 3.84 (s, 9H) 2.55 (q, J=8 Hz, 2H), 1.19 (t, J=Hz, 3H). EIMS m/e 301 (M+, 34).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05430062
Source datasetuspto-grants-1995_07
ORD IDord-d7e9e079dc134b6b8e4bfdad99807e15
Source noteuspto-grants-1995_07