Methanol → Methyl 2-(3,5-difluorophenyl)-2-hydroxyacetate

HRID 1182385Notes

Reaction equation

HRID 1182385 reaction equation
S(=O)(=O)(O)O.[F:6][C:7]1[CH:8]=[C:9]([CH:15]=[C:16]([F:18])[CH:17]=1)[CH:10]([OH:14])[C:11]([OH:13])=[O:12].[CH3:19]O>>[F:6][C:7]1[CH:8]=[C:9]([CH:15]=[C:16]([F:18])[CH:17]=1)[CH:10]([OH:14])[C:11]([O:13][CH3:19])=[O:12]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 5886483,5-Difluoromandelic acid

Product 1

HCID 22312159Methyl 2-(3,5-difluorophenyl)-2-hydroxyacetate

Procedure

2 ml of sulfuric acid at 95% by mass are added to 2 g of 3,5-difluoromandelic acid in solution in 25 ml of methanol, and the mixture is kept under reflux for 6 hours. The medium is concentrated, the residue is taken up in ethyl acetate and washed with a sodium hydroxide solution (0.1 N). The organic phase is dried over anhydrous sodium sulfate and 2 g of oil are obtained.

Workup

  1. temperatureunder reflux for 6 hours
  2. concentrationThe medium is concentrated
  3. washwashed with a sodium hydroxide solution (0.1 N)
  4. dry with materialThe organic phase is dried over anhydrous sodium sulfate and 2 g of oil
  5. customare obtained

Sources & evidence

ORD record
ord-1f7aa94e215343c5bad3a6062a7dcddc
Source dataset
uspto-grants-2007_10
Patent number
US07288659B2

Reaction notes

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