m-Chloroperbenzoic acid → HCID 14989149, compound

HRID 1722796Notes

Reaction equation

HRID 1722796 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([S:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])[CH3:3].ClC1C=CC=C(C(OO)=[O:31])C=1>C(Cl)Cl>[CH3:15][C:12]([C:9]1[CH:8]=[C:7]([S:16]([CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])=[O:31])[CH:6]=[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[C:10]=1[OH:11])([CH3:13])[CH3:14]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13531084HCID 13531084, compound

Product 1

HCID 14989149HCID 14989149, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound of Example 5 (0.5 g, 0.0015 mole), meta-chloroper-benzoic acid (0.32 g, 0.0015 mole) and methylene chloride (25 ml) were stirred under argon for 12 hours. The excess peroxide was destroyed with a saturated potassium carbonate solution, the phases separated, washed with hexane and water, and dried over magnesium sulfate The solid was filtered, recrystallized from ethyl ether and methylene chloride and dried in vacuo, m.p. ca. 106°-108° C. Analysis calc. for C18H28O4S(340.48):

Workup

  1. customThe excess peroxide was destroyed with a saturated potassium carbonate solution
  2. customthe phases separated
  3. washwashed with hexane and water
  4. dry with materialdried over magnesium sulfate The solid
  5. filtrationwas filtered
  6. customrecrystallized from ethyl ether and methylene chloride
  7. customdried in vacuo, m.p. ca. 106°-108° C

Sources & evidence

ORD record
ord-b9dab42af74d46b3be3bd3cbd243c091
Source dataset
uspto-grants-1989_08
Patent number
US04857558

Reaction notes

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