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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924444Generated: November 3, 2026

Trimethylsilyldiazomethane → Methyl 4-[(trifluoroacetyl)amino]benzoate

https://huagongshe.com/reaction/1924444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant4-(Trifluoroacetylamino)benzoic acidHCID 289074—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductMethyl 4-[(trifluoroacetyl)amino]benzoateHCID 786481—

Reaction Steps

step b To a solution of 120 (4.29 g, 18.40 mmol) in MeOH (50 mL) and toluene (75 mL) was added dropwise trimethylsilyldiazomethane (15.64 mL, 31.3 mmol) until the yellow color persisted. The resulting solution was stirred for 30 min then the reaction was quenched with several drops of HOAc until the yellow color disappeared. The solvents were evaporated to afford methyl 4-(2,2,2-trifluoro-acetylamino)-benzoate (122) which was used in the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178547B2
Source datasetuspto-grants-2012_05
ORD IDord-1817abca70254d44802b1080503ff17b
Source noteuspto-grants-2012_05