Methanol → Methyl 5-chloro-2-methylbenzoate

5-Chloro-2-methylbenzoic acid (46, 5.0 g, 29.3 mmol) was suspended in dichloromethane (30 mL) and thionyl chloride (3.2 mL, 5.2 g, 44 mmol) was added. The solution was stirred at room temperature for 1 hour. Methanol was added and the reaction was allowed to proceed for a further 16 hours. The volatile components were evaporated under reduced pressure. The resulting residue was taken up again in methanol (30 mL) and pyridine (5 mL) was added. The solution was stirred at room temperature for 2 days. The solvent was evaporated under reduced pressure. The residue was dissolved in dichloromethane and washed with water. The organic phase was dried over anhydrous magnesium sulfate, filtered, and concentrated to afford methyl 5-chloro-2-methylbenzoate (5.3 g, 96% yield) that was used in the following step without further purification.

1. waitto proceed for a further 16 hours
2. customThe volatile components were evaporated under reduced pressure
3. additionpyridine (5 mL) was added
4. stirringThe solution was stirred at room temperature for 2 days
5. customThe solvent was evaporated under reduced pressure
6. dissolutionThe residue was dissolved in dichloromethane
7. washwashed with water
8. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
9. filtrationfiltered
10. concentrationconcentrated

ORDレコード

ord-538cf47b08b349e39490757c6154a296

出典データセット

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07566718B2