Methanol → Methyl 2-(4-chloro-2-fluorophenyl)acetate

HRID 1868769Notes

Reaction equation

HRID 1868769 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[C:4]([F:12])[CH:3]=1.S(Cl)(Cl)(=O)=O.[CH3:18]O>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:18])=[O:10])=[C:4]([F:12])[CH:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24648Sulfuryl chlorideHCID 2757563(4-Chloro-2-fluorophenyl)acetic acid

Product 1

HCID 57443493Methyl 2-(4-chloro-2-fluorophenyl)acetate

Procedure

2-(4-Chloro-2-fluorophenyl)acetic acid (25.0 g, 133 mmol) was dissolved in MeOH (133 mL). Sulfuryl dichloride (9.67 mL, 133 mmol) was then added, and the reaction was stirred at ambient temperature for 3 hours. The reaction mixture was concentrated in vacuo to give the title compound which was used without further purification. MS (m/z)=203 (M+H)+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-4afcb64dd1774d7fa11bbba172f9157b
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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