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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647302Generated: October 31, 2026

4-Methyl-N-(3,4,5-trimethoxybenzyl)aniline → 4-(Methylsulfanyl)-N-[(3,4,5-trimethoxyphenyl)methyl]aniline

https://huagongshe.com/reaction/1647302

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyl-N-(3,4,5-trimethoxybenzyl)anilineHCID 373798—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 15657370HCID 15657370—
Product4-(Methylsulfanyl)-N-[(3,4,5-trimethoxyphenyl)methyl]anilineHCID 37380894.9%

Reaction Steps

From 108e (11.0 g, 35.0 mmol) and NaBH4 (6.6 g, 175 mmol), a similar procedure as described in 109a gave 109e (10.6 g, 94.9%) as an oil: 1H NMR (200 MHz, DMSO-d6) δ7.07 (d, J=8 Hz, 2H), 6.67 (s, 2H), 6.57 (d, J=8 Hz, 2H), 6.23 (t, J=6 Hz, 1H), 4.10, (d, J=6 Hz, 2H), 3.73 (s, 6H), 3.62 (s, 3H), 2.31 (s, 3H). EIMS m/e 319 (M+, 69).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05430062
Source datasetuspto-grants-1995_07
ORD IDord-fba63db1968c4ddca27f98a446829a40
Source noteuspto-grants-1995_07