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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924445Generated: October 31, 2026

Tetrabutylammonium borohydride → HCID 67070116, compound

https://huagongshe.com/reaction/1924445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium borohydrideHCID 169536—
ReactantMethyl 4-[(trifluoroacetyl)amino]benzoateHCID 786481—
SolventDichloromethaneHCID 6344—
ProductHCID 67070116HCID 6707011637%

Reaction Conditions

Temperature50 °C

Reaction Steps

step c—A vial was charged with 122 (1.0 g, 4.05 mmol) and DCM (15 mL) then tetrabutylammonium borohydride was added. The vial was capped and heated overnight in an oil bath at 50° C. The reaction mixture was cooled to RT and the DCM was evaporated. HOAc was added dropwise until H2 evolution ceased. The solvents were evaporated and toluene was added. The mixture was made basic with dilute NaHCO3, extracted with EtOAc, dried (MgSO4), filtered and evaporated. The resulting solid was recrystallized from hexane to afford 0.349 g of methyl 4-(2,2,2-trifluoro-ethylamino)-benzoate (124)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178547B2
Source datasetuspto-grants-2012_05
ORD IDord-82b526c065fe430eb245d7812cede589
Source noteuspto-grants-2012_05