Methanol → Methyl 2-chloro-4-methylbenzoate

Reaktionsgleichung

[Cl:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].O=S(Cl)Cl.[CH3:16]O>>[Cl:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:16])=[O:5]

Komponenten

Edukt 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 27357552-Chloro-4-methylbenzoic acid

Produkt 1

HCID 22019481Methyl 2-chloro-4-methylbenzoate

Versuchsvorschrift

2-chloro-4-methylbenzoic acid (500 mg, 2.93 mmol) was dissolved in Methanol (7 mL) and SOCl2 (0.215 mL, 2.93 mmol) was slowly added to the mixture and the reaction was left at room temperature overnight. Next morning HPLC showed completion. Volatiles were removed under vacuum to afford 526 mg of the title compound as brown oil.