m-Chloroperbenzoic acid → HCID 86689976, compound

HRID 1754044Notes

Reaction equation

HRID 1754044 reaction equation
[C:1]([O:4][CH:5]([CH2:17][CH2:18][S:19][CH3:20])[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7])(=[O:3])[CH3:2].C1C=C(Cl)C=C(C(OO)=[O:29])C=1>ClCCl>[C:1]([O:4][CH:5]([CH2:17][CH2:18][S:19]([CH3:20])=[O:29])[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 86689975HCID 86689975, compound

Product 1

HCID 86689976HCID 86689976, compoundYield 100.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(methylthio)-1-(octylamino)-1-oxobutan-2-yl acetate (6.33 g, 20.86 mmol) in dichloromethane (200 mL) at 0° C. was added mCPBA (77%, 4.67 g, 20.86 mmol). The resulting mixture was allowed to warm to room temperature with stirring overnight. The reaction was washed with saturated sodium bicarbonate (3×100 mL), 1N HCl (1×100 mL), and brine (1×100 mL). The organic layer was dried over magnesium sulfate, filtered and evaporated to give a yellow oil (6.7 g, 100%). m/z 320 (MH+).

Workup

  1. washThe reaction was washed with saturated sodium bicarbonate (3×100 mL), 1N HCl (1×100 mL), and brine (1×100 mL)
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-ef2c2107b73345678b639f6183ab5ea9
Source dataset
uspto-grants-2015_10
Patent number
US09169203B2

Reaction notes

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