Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391568Generated: October 30, 2026

Cesium fluoride → (S)-Ethyl (S-phenylsulfonimidoyl)acetate

https://huagongshe.com/reaction/391568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant(S)-Ethyl [S-phenyl-N-(trimethylsilyl)sulfonimidoyl]acetateHCID 57657878—
SolventMethanol--water (1/1)HCID 22242641—
Product(S)-Ethyl (S-phenylsulfonimidoyl)acetateHCID 5765786439%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of Ethyl [S-phenyl-N-(trimethylsilypsulfonimidoyl]acetate (18.7 mmol, obtained as crude oil from step 2) in MeOH—H2O (10:1, 7.5 mL) was treated with cesium fluoride (0.25 g, 1.65 mmol) in one portion. The reaction mixture was heated to 50° C. and stirred for 2 hours. The reaction mixture was concentrated, the residue absorbed to silica gel and purified by chromatography (silica gel, EtOAc-Hexane, Et3N 0.1%). The product containing fractions were concentrated to give the title compound as a pale yellow oil (1.65 g, 39% for steps 1-3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383825B2
Source datasetuspto-grants-2013_02
ORD IDord-160b832a49f747d78f704d4183af5d46
Source noteuspto-grants-2013_02