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ChemicalBook CAS DataBase List Ethyl 2-broMo-4-chloroquinoline-3-carboxylate

Ethyl 2-broMo-4-chloroquinoline-3-carboxylate synthesis

7synthesis methods
-

Yield:1379615-56-1 74%

Reaction Conditions:

Stage #1: ethyl 4-chloroquinoline-3-carboxylatewith Perbenzoic acid in tetrahydrofuran at 20; for 4 h;
Stage #2: with phosphorus tribromide in tetrahydrofuran at 20; for 1 h;

Steps:

8.3 Step 3) Ethyl 2-bromo-4-chloroquinoline-3-carboxylate

Ethyl 4-chloroquinoline-3-carboxylate (4.7 mmol) was dissolved in tetrahydrofuran (20 mL).Peroxybenzoic acid (6.8 mmol) was added thereto at room temperature, followed by stirring at room temperature for 4 hours.Phosphorus tribromide (6.9 mmol) was added to the reaction mixture, followed by stirring for 1 hour.After the reaction, the reaction solution was poured into ice water, and the pH was adjusted to 8 with a saturated potassium carbonate solution.Extract with ethyl acetate (100 mL x 2).The combined organic layers were washed with brine, dried over anhydrous sodium sulfateThe residue was purified by column chromatography (yield: 74%).

References:

CN108623590,2018,A Location in patent:Paragraph 0194; 0201; 0208