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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958675Generated: October 27, 2026

Acetic Acid → tert-Butyl 4-carbamoyl-4-[(3,3,3-trifluoropropyl)amino]piperidine-1-carboxylate

https://huagongshe.com/reaction/1958675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3,3,3-TrifluoropropanalHCID 68028—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttert-Butyl 4-amino-4-carbamoylpiperidine-1-carboxylateHCID 10562199—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 4-carbamoyl-4-[(3,3,3-trifluoropropyl)amino]piperidine-1-carboxylateHCID 86656052—

Reaction Steps

10 g of tert-butyl 4-amino-4-carbamoylpiperidine-1-carboxylate, 4.42 g of 3,3,3-trifluoropropionaldehyde, 17.61 g of sodium triacetoxyborohydride and 4.51 ml of acetic acid are added at AT to 250 ml of CH2Cl2 and then the mixture is stirred for 3 hours. Water is added and the expected compound is extracted with CH2Cl2 and the organic phase is washed with a saturated NaHCO3 solution and then with water. After drying the organic phase, filtering and evaporating to dryness, 13 g of the expected compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410137B2
Source datasetuspto-grants-2013_04
ORD IDord-cbc9ef0bec8d45d4beac548141775b9f
Source noteuspto-grants-2013_04