Ethyl 2-broMo-4-chloroquinoline-3-carboxylate synthesis
- Product Name:Ethyl 2-broMo-4-chloroquinoline-3-carboxylate
- CAS Number:1379615-56-1
- Molecular formula:C12H9BrClNO2
- Molecular Weight:314.56
13720-94-0
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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
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