Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522377Generated: October 29, 2026

Potassium bis(trimethylsilyl)amide → HCID 54697511, compound

https://huagongshe.com/reaction/522377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
ReactantMethyl 2-(acetylamino)-4-(trifluoromethyl)benzoateHCID 11701649—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54697511HCID 5469751164.6%

Reaction Steps

To a solution of the product of step 2 (3.0 g) in THF (60 ml) was added 0.5 M KHMDS in toluene (108 ml) dropwise at −78° C. After the addition was completed, the mixture was kept at −78° C. for 40 minutes, then it was allowed to warm up slowly at room temperature. The mixture was quenched with H2O and the product was extracted twice with water. The combined aqueous layers were washed with ethyl acetate twice and then acidified with 6N HCl. The solid was filtered and the filter cake was washed with water and dried by vacuum aspiration to get a beige solid which was triturated into ethyl acetate to get a white solid (1.7 g). LRMS (ES+) m/z 230.05 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328138B2
Source datasetuspto-grants-2016_05
ORD IDord-5e7d96a526b74e5eb29e922f2db7ffc0
Source noteuspto-grants-2016_05