m-Chloroperbenzoic acid → HCID 20871821, compound

HRID 497059Notes

Reaction equation

HRID 497059 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:10]([CH:12]2[CH2:17][CH2:16][S:15][CH2:14][CH2:13]2)=[O:11])=[CH:5][CH:4]=1.ClC1C=CC=C(C(OO)=[O:32])C=1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:10]([CH:12]2[CH2:17][CH2:16][S:15](=[O:32])[CH2:14][CH2:13]2)=[O:11])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 20871828HCID 20871828, compound

Product 1

HCID 20871821HCID 20871821, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A chloroform solution of ethyl [(4-methoxyphenyl)-(tetrahydrothiopyran-4-carbonyl)amino]acetate was stirred by adding 3-chloroperbenzoic acid (>65%; MCPBA). Sodium bicarbonate aqueous solution was added to the reaction mixture, the organic layer was separated, washed and dried, and then the solvent was evaporated under a reduced pressure. By purifying the thus obtained crude product by SCG, ethyl [(4-methoxyphenyl)-(1-oxo-tetrahydrothiopyran-4-carbonyl)amino]acetate (pale brown foam) was obtained.

Workup

  1. customthe organic layer was separated
  2. washwashed
  3. customdried
  4. customthe solvent was evaporated under a reduced pressure
  5. customBy purifying the
  6. customthus obtained crude product by SCG

Sources & evidence

ORD record
ord-bfdc3c86d37040f4b18c4f050aad8ff5
Source dataset
uspto-grants-2005_09
Patent number
US06949543B2

Reaction notes

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