Water → tert-Butyl 4-(4-fluorobenzene-1-sulfonyl)piperidine-1-carboxylate

HRID 713197Notes

Reaction equation

HRID 713197 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[OH:22]OS([O-])=O.[K+].[OH2:28]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([CH:9]2[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14]2)(=[O:22])=[O:28])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 10881491HCID 10881491, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 11024351tert-Butyl 4-(4-fluorobenzene-1-sulfonyl)piperidine-1-carboxylateYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of tert-butyl 4-((4-fluorophenyl)thio)piperidine-1-carboxylate (1.5 g) in water (16.06 mL) and MeOH (16.06 mL) was treated with Oxone® (5.92 g, 9.63 mmol) at room temperature and the resulting reaction mixture was stirred for 6 h. The solution was filtered by suction and the solvent removed gave tert-butyl 4-((4-fluorophenyl)sulfonyl)piperidine-1-carboxylate (1.6 g, 4.66 mmol, 97% yield) as a white solid.

Workup

  1. customthe resulting reaction mixture
  2. filtrationThe solution was filtered by suction
  3. customthe solvent removed

Sources & evidence

ORD record
ord-5d06bf17f9cf4f4ab2c59ae313afa5bd
Source dataset
uspto-grants-2015_11
Patent number
US09181249B2

Reaction notes

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