m-Chloroperbenzoic acid → HCID 18546536, compound

HRID 1872276Notes

Reaction equation

HRID 1872276 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH2:8][S:9][CH2:10]CCSC)(=[O:4])[CH:2]=[CH2:3].C1C=C(Cl)C=C(C(OO)=O)C=1>>[C:1]([O:5][CH2:6][CH2:7][CH2:8][S:9][CH3:10])(=[O:4])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 18546535HCID 18546535, compound

Product 1

HCID 18546536HCID 18546536, compound

Procedure

Compound 4,8-dithianonyl acrylate (21) (4.86 g, 20.7 mmol), and mCPBA (9.34 g, 41.4 mmol) were reacted as described in Example 18. The crude product was obtained as a clear oil that was purified by column chromatography (silica gel, 20 wt % acetone/ether, 50 wt % acetone/ether, acetone) to furnish a colorless oil that solidified upon standing in the refrigerator (3.4 g, 27 wt % over three steps from 5) to give compound 24, methyl 3-(acryloyloxy) propyl sulfide.

Workup

  1. customThe crude product was obtained as a clear oil that
  2. customwas purified by column chromatography (silica gel, 20 wt % acetone/ether, 50 wt % acetone/ether, acetone)
  3. customto furnish a colorless oil that

Sources & evidence

ORD record
ord-8f91cbbe66ab4459a2637559d8db6921
Source dataset
uspto-grants-2000_08
Patent number
US06107365

Reaction notes

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