m-Chloroperbenzoic acid → HCID 86628983, compound

HRID 499483Notes

Reaction equation

HRID 499483 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:3][CH:2]=1.ClC1C=CC=C(C(OO)=[O:25])C=1>C(OCC)(=O)C>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][NH+:9]([O-:25])[C:10](=[O:16])[O:11][C:12]([CH3:13])([CH3:15])[CH3:14])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 12010540Tert-butyl N-[2-(pyridin-4-YL)ethyl]carbamate

Product 1

HCID 86628983HCID 86628983, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl 2-(4-pyridyl)ethylcarbamate (6.9 g, 31 mmol) and 3-chloroperbenzoic acid (77%, 9.1 g, 40 mmol) were dissolved in ethyl acetate (100 ml), and the mixture was stirred at room temperature for 3 hrs. The solvent was evaporated, and the residue was subjected to a silica gel column chromatography. The fractions eluted with methanol-ethyl acetate (1:3, v/v) were collected and concentrated to give the titled compound (7.4 g, 99%).

Workup

  1. customThe solvent was evaporated
  2. washThe fractions eluted with methanol-ethyl acetate (1:3
  3. customv/v) were collected
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a1ba03e748824321b43ba591b4b693a6
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

Loading…