Trifluoroacetic acid → HCID 45074420, compound

HRID 515364Notes

Reaction equation

HRID 515364 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][CH:6]1[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7]1.FC(F)(F)C(O)=O>ClCCl>[NH:9]1[CH2:10][CH2:11][CH:6]([CH2:5][C:4]2[CH:3]=[C:2]([CH:21]=[CH:20][CH:19]=2)[NH2:1])[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71439597tert-Butyl 4-(3-aminobenzyl)piperidine-1-carboxylate

Product 1

HCID 45074420HCID 45074420, compoundYield 109.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-(3-aminobenzyl)piperidine-1-carboxylate (6.09 mmol, 1.77 g) was dissolved in dichloromethane (10 mL). Trifluoroacetic acid (5 mL) was added and the reaction mixture stirred at room temperature for 1 hour. The reaction mixture was concentrated under vacuum and purified by SCX chromatography to afford the intermediate 3-(piperidin-4-ylmethyl)aniline (1.27 g).

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. custompurified by SCX chromatography

Sources & evidence

ORD record
ord-97a3dadfe25947a78bd5d750dc93abee
Source dataset
uspto-grants-2015_08
Patent number
US09108939B2

Reaction notes

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