Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334429Generated: October 30, 2026

Trifluoroacetic acid → HCID 68276484, compound

https://huagongshe.com/reaction/334429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTetrahydro-4H-pyran-4-oneHCID 121599—
ReactantTetramethylammonium Triacetoxyborohydride (>90%)HCID 13696215—
ReactantHCID 68276494HCID 68276494—
SolventDichloromethaneHCID 6344—
ProductHCID 68276484HCID 6827648487.6%

Reaction Steps

7.18 mL of 2,2,2-trifluoroacetic acid (93 mmol), 4.11 mg of dihydro-2H-pyran-4(3H)-one (44.5 mmol) and then 14.5 g of tetramethylammonium triacetoxyborohydride (53.8 mmol) are successively added to a solution of 15 g of tert-butyl 2-amino-4-(1-methylpiperidin-4-yl)benzoate in 200 mL of dichloromethane under stirring. The reaction medium is stirred at room temperature for 2 h and then taklen up with a 1N soda solution. The organic phase is isolated, dried on magnesium sulfate and then dried concentrated. The residue contained always HI. It is thus taken up in dichloromethane and washed with 100 mL of a 1H soda solution. The organic phase is decanted, dried on magnesium sulfate and dry concentrated to yield 14.6 g of a yellow solid (quantitative yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883821B2
Source datasetuspto-grants-2014_11
ORD IDord-544fd7ca5e2e4b699f763dde51b053ce
Source noteuspto-grants-2014_11