반응 #171801

반응 방정식

4-chloro-2,3-dihydro-benzo[b]oxepine-5-carbaldehyde

ethyl 2-mercaptoacetate

potassium carbonate

→

4,5-dihydro-6-oxa-3-thia-benzo[e]azulene-2-carboxylic acid ethyl ester

용매

water

ethyl acetate

dimethyl formamide

반응 조건

후처리

1. 1
   workup.WAITat 70° C. for 2 hours
2. 2
   온도The reaction mixture was cooled
3. 3
   세척the organic phase was washed with brine
4. 4
   건조dried (MgSO4)
5. 5
   농축concentrated in-vacuo
6. 6
   기타Purification on silica

실험 절차

To a solution of 4-chloro-2,3-dihydro-benzo[b]oxepine-5-carbaldehyde (605 mg, 5.8 mmol) in dimethyl formamide (8 ml) at 0° C., was added ethyl 2-mercaptoacetate (640 μl, 5.8 mmol) and potassium carbonate (800 mg, 5.8 mmol). The reaction mixture was stirred at room temperature for 30 minutes and then at 70° C. for 2 hours. The reaction mixture was cooled and diluted with water and ethyl acetate, and the organic phase was washed with brine, dried (MgSO4), and concentrated in-vacuo. Purification on silica gave 4,5-dihydro-6-oxa-3-thia-benzo[e]azulene-2-carboxylic acid ethyl ester.

출처