Trifluoroacetic acid → HCID 67194111, compound

HRID 515322Notes

Reaction equation

HRID 515322 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH:13]2[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].FC(F)(F)C(O)=O>ClCCl>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)(=[O:11])=[O:12])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67194531HCID 67194531, compound

Product 1

HCID 67194111HCID 67194111, compoundYield 106.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-(4-nitrophenylsulfonyl)piperidine-1-carboxylate (2.214 mmol, 820 mg) was dissolved in dichloromethane (10 mL). Trifluoroacetic acid (2 mL) was added and the reaction stirred at room temperature for 1 hour. The reaction mixture was concentrated under vacuum and purified by SCX chromatography to give the intermediate 4-(4-nitrophenylsulfonyl)piperidine (640 mg).

Workup

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

Sources & evidence

ORD record
ord-4a0934ec4e064cd78a75e183c462846b
Source dataset
uspto-grants-2015_08
Patent number
US09108939B2

Reaction notes

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