(E)-tert-butyl 4-hydroxy-4-(4,4,4-trifluorobut-1-enyl)piperidine-1-carboxylate → (E)-4-(4,4,4-trifluorobut-1-enyl)piperidin-4-ol
Reaction equation
[OH:1][C:2]1(/[CH:15]=[CH:16]/[CH2:17][C:18]([F:21])([F:20])[F:19])[CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4][CH2:3]1>Cl.O1CCOCC1>[F:21][C:18]([F:19])([F:20])[CH2:17]/[CH:16]=[CH:15]/[C:2]1([OH:1])[CH2:3][CH2:4][NH:5][CH2:6][CH2:7]1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of (E)-tert-butyl 4-hydroxy-4-(4,4,4-trifluorobut-1-enyl)piperidine-1-carboxylate (200 mg, 0.65 mmol) in 3M HCl/1,4-dioxane (5 mL) was stirred at room temperature for 2 hours. The solution was evaporated to dryness under reduced pressure to give the product which was used in the next step without further purification. LC-MS: m/z 210.2 (M+H)+.
Workup
- customThe solution was evaporated to dryness under reduced pressure
- customto give the product which
- customwas used in the next step without further purification
Sources & evidence
- ORD record
- ord-33ba42fdad64425a9ae9196f52730cc5
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09108921B2
Reaction notes
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