1-Bromo-2-Chloroethane → 4-(2-Chloro-ethoxy)-5-methoxy-benzoic acid methyl ester

Temperatur

82.5 °C

In a 50 mL volume glass flask equipped with a stirrer, a thermometer and a reflux condenser were placed 1.00 g (5.49 mmol) of methyl 4-hydroxy-3-methoxybenzoate (purity: 98 wt. %), 1.02 g (7.14 mmol) of 2-bromo-1-chloroethane, 0.83 g (6.04 mmol) of potassium carbonate, and 30 mL of acetonitrile. The resulting mixture was refluxed under stirring at 80-85° C. for 8 hours in an argon gas atmosphere. After the reaction was complete, the reaction mixture was filtered and concentrated under reduced pressure. To the concentrate was added 20 mL of n-heptane, to precipitate a crystalline product. The crystalline product was collected by filtration and dried under reduced pressure, to obtain 1.34 g (isolated yield: 97.8%) of methyl 4-(2-chloroethoxy)-3-methoxybenzoate as a white crystalline product.

1. customIn a 50 mL volume glass flask equipped with a stirrer
2. temperatureThe resulting mixture was refluxed
3. filtrationthe reaction mixture was filtered
4. concentrationconcentrated under reduced pressure
5. additionTo the concentrate was added 20 mL of n-heptane
6. customto precipitate a crystalline product
7. filtrationThe crystalline product was collected by filtration
8. customdried under reduced pressure

ORD-Eintrag

ord-e3e48ccfa7314abb8e826944929e479d

Quelldatensatz

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08367824B2