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3,6-DICHLORO-9-(OXIRAN-2-YLMETHYL)-9H-CARBAZOLE synthesis

3synthesis methods
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Yield:65679-71-2 50%

Reaction Conditions:

Stage #1: 3,6-dichloro-9H-carbazolewith potassium hydroxide in N,N-dimethyl-formamide;Cooling with ice;
Stage #2: epichlorohydrin in N,N-dimethyl-formamide;Cooling with ice;

Steps:

1 Example 1, 3,6-dichloro-9-(epoxypropyl)-9H-carbazole (IIa):

3,6-dichlorocarbazole (470 mg, 2 mmol) was dissolved in 20 mL of DMF,Potassium hydroxide (135 mg, 2.4 mmol) was slowly added under ice-cooling,Add after mixing 0.5-1 hours,Until the potassium hydroxide solids are completely dissolved.
Then, epichlorohydrin (2.4 mmol) was slowly added dropwise to the system,Reaction 4-5 hours.After completion of the reaction, 30 ml of water was added, and the mixture was extracted with ethyl acetate (30 ml x 3) and saturated sodium chloride solution (30 ml x 3). The organic layer was dried over anhydrous sodium sulfate, filtered and the filtrate was decompressed to recover the solvent. Purification by column chromatography gave 293 mg of white solid in 50% yield.

References:

CN106518750,2017,A Location in patent:Paragraph 0182; 0183; 0184