Formic Acid → HCID 54129272, compound

HRID 2392912Notes

Reaction equation

HRID 2392912 reaction equation
ClC1C=CC(C([C:8]2[CH:20]=[CH:19][C:11]([O:12][C@H:13]([CH3:18])[C:14]([O:16][CH3:17])=[O:15])=[CH:10][CH:9]=2)=O)=CC=1.OO.[CH2:25]([Cl:27])Cl.[CH:28]([OH:30])=[O:29]>O>[Cl:27][C:25]1[CH:19]=[CH:20][C:8]([C:28]([O:30][C:8]2[CH:9]=[CH:10][C:11]([O:12][C@H:13]([CH3:18])[C:14]([O:16][CH3:17])=[O:15])=[CH:19][CH:20]=2)=[O:29])=[CH:9][CH:10]=1

Participants

6

Reactant 4

HCID 284Formic AcidHCID 784Hydrogen PeroxideHCID 6344DichloromethaneHCID 54364388HCID 54364388, compound

Product 1

HCID 54129272HCID 54129272, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 15.9 g (50 mmol) of methyl (R)-2-(4-(4-chlorobenzoyl)phenoxy)propionate, 25 g (220 mmol) of a 30% strength solution of hydrogen peroxide in water and 200 ml of formic acid was stirred at 35°-40° C. for 13 hours. The mixture was then stirred into a mixture of 0.5 l of methylene chloride and 2 l of water. The organic phase was separated off, dried over sodium sulfate and concentrated under reduced pressure. Yield: 69% (94-95% enantiomeric excess).

Workup

  1. customThe organic phase was separated off
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a432493a97c041c4b35e8c4ce700badd
Source dataset
uspto-grants-1998_09
Patent number
US05801272

Reaction notes

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