Potassium Carbonate → Ethyl 2-(3-bromo-5-chloro-4-(cyclopropylmethoxy)phenyl)acetate

To a stirred solution of ethyl 2-(3-bromo-5-chloro-4-hydroxyphenyl)acetate (12 g, 40.816 mmol) in DMSO (80 mL) were added K2CO3 (14.08 g, 102.020 mmol) and cyclopropylmethylbromide (5 mL, 4.880 mmol) at RT under inert atmosphere. The reaction mixture was stirred at 80° C. temperature over a period of 14 h. After completion of starting material (by TLC), the reaction mixture was cooled to RT and quenched with water and extracted with EtOAc (3×100 mL). Combined organic layers were washed with water (3×75 mL), brine and dried over Na2SO4. After filtration and concentration under reduced pressure, the crude material was purified by column chromatography to afford ethyl 2-(3-bromo-5-chloro-4-(cyclopropylmethoxy)phenyl)acetate (10 g) yellow solid.

1. temperatureAfter completion of starting material (by TLC), the reaction mixture was cooled to RT
2. customquenched with water
3. extractionextracted with EtOAc (3×100 mL)
4. washCombined organic layers were washed with water (3×75 mL), brine
5. dry with materialdried over Na2SO4
6. filtrationAfter filtration and concentration under reduced pressure
7. customthe crude material was purified by column chromatography

ORDレコード

ord-e40e96608f834b95828348aac93ba5e7

出典データセット

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08367863B2