4-chloro-7-ethoxyquinoline synthesis

7synthesis methods

Product Name:4-chloro-7-ethoxyquinoline
CAS Number:178984-50-4
Molecular formula:C11H10ClNO
Molecular Weight:207.66

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74-96-4 Synthesis

74-96-4
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Yield:178984-50-4 67.2%

Reaction Conditions:

Stage #1: 4-chloro-7-hydroxyquinolinewith sodium hydride in N,N-dimethyl-formamide;mineral oil at 20; for 0.25 h;
Stage #2: ethyl bromide in N,N-dimethyl-formamide;mineral oil;

Steps:

49 Example 49: Preparation of 4-chloro-7-ethoxyquinoline (Compound 23a)

To a 100 ml round bottom flask was added 4-chloro-7-hydroxyquinoline (0.72 g, 4 mmol)DMF (10 ml) and60%NaH (0.4 g, 10 mmo 1),Stir at room temperature for 15 min, add 1-bromoethane (20 mmo 1) to continue the reaction, TLC follow-up test.After completion of the reaction, the reaction mixture was poured into water and extracted with ethyl acetate. The organic phases were combined, washed with water, washed with saturated brine,Dried over sodium, dried under reduced pressure to dryness and chromatographed on silica gel (mobile phase: dichloromethane / methanol = 200/1) to give a pale yellow solid (0.56 g, yield 67.2%)

References:

CN105037266,2017,B Location in patent:Paragraph 0323-0324; 0327-0328

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64-17-5 Synthesis