HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334429Generated: October 30, 2026
Trifluoroacetic acid → HCID 68276484, compound
https://huagongshe.com/reaction/334429
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tetrahydro-4H-pyran-4-one | HCID 121599 | — |
| Reactant | Tetramethylammonium Triacetoxyborohydride (>90%) | HCID 13696215 | — |
| Reactant | HCID 68276494 | HCID 68276494 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68276484 | HCID 68276484 | 87.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08883821B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-544fd7ca5e2e4b699f763dde51b053ce |
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| Source note | uspto-grants-2014_11 |
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