Methanol → Methyl 2,4-Difluorobenzoate

HRID 1403582Notes

Reaction equation

HRID 1403582 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(Cl)(Cl)(=O)=O.[CH3:17]O>>[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:17])=[O:5]

Participants

4

Reactant 3

HCID 887MethanolHCID 24648Sulfuryl chlorideHCID 741022,4-Difluorobenzoic acid

Product 1

HCID 2782897Methyl 2,4-DifluorobenzoateYield 92%

Procedure

To a solution of 2,4-difluorobenzoic acid (50.0 g, 316.25 mmol) in methanol (500 mL) was added sulfuryl dichloride (112 g, 949.15 mmol) at 0° C. The resulting solution was heated to reflux overnight and concentrated in vacuo to afford methyl 2,4-difluorobenzoate as a colorless oil (50 g, 92%).

Workup

  1. temperatureThe resulting solution was heated
  2. temperatureto reflux overnight
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d4d02b65f7974de79aea8b1614249a7d
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

Loading…