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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391507Generated: October 25, 2026

Tetrabutylammonium Fluoride → Imino(4-methoxyphenyl)methyl-lambda6-sulfanone

https://huagongshe.com/reaction/391507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantS-methyl-S-(4-methoxyphenyl)-N-[[2-(trimethylsilyl)ethyl]sulfonyl]-sulfoximineHCID 57657885—
ProductImino(4-methoxyphenyl)methyl-lambda6-sulfanoneHCID 1246393196%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of S-methyl-S-(4-methoxyphenyl)-N-[[2-(trimethylsilyl)ethyl]sulfonyl]-sulfoximine (2.9 g, 8.3 mmol) and 1.0 M of TBAF (12.5 mL, 12.5 mmol, 1.5 eq.) was heated in a microwave at 120° C. for 20 minutes. After cooling to room temperature, the solvent was evaporated and the resulting mixture was purified by silica gel column chromatography (elution with 100% EtOAc) to provide the title compound (1.46 g, yield 96%). 1H NMR (300 MHz, CDCl3) δ 7.92 (d, J=9.0 Hz, 2H), 6.99 (d, J=9 Hz, 2H), 3.87 (s, 3H), 3.08 (s, 3H); ESI-MS m/z 186.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383825B2
Source datasetuspto-grants-2013_02
ORD IDord-ce5613dfe4fd4ff4a7aae1a5a266b896
Source noteuspto-grants-2013_02