반응 #65524

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1-lithiophenoxathiin 10,10-dioxide

phenoxathiin 10,10-dioxide

acetaldehyde

→

1-(1-hydroxyethyl) phenoxathiin 10,10-dioxide

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후처리

1. 1
   온도chilled to ≤-50° C. in a dry ice/acetone bath
2. 2
   workup.ADDITIONwas slowly added
3. 3
   온도to warm to room temperature
4. 4
   기타the solvent was removed under reduced pressure
5. 5
   여과filtered
6. 6
   세척washed with water (500 mL)
7. 7
   세척It was then washed throughly with ethanol (1.5 L)
8. 8
   여과filtered
9. 9
   기타dried

실험 절차

To a batch of 1-lithiophenoxathiin 10,10-dioxide, prepared according to the procedure of Example 1B from 44 g of phenoxathiin 10,10-dioxide chilled to ≤-50° C. in a dry ice/acetone bath, was slowly added chilled acetaldehyde (20.37 g). The reaction mixture was maintained at -50° C. during the addition which took 45 min. It was then allowed to warm to room temperature, and the solvent was removed under reduced pressure. The yellow-orange residue was stirred overnight with 0.5 N hydrochloric acid (259 mL), filtered and washed with water (500 mL). It was then washed throughly with ethanol (1.5 L), filtered and dried to give 1-(1-hydroxyethyl) phenoxathiin 10,10-dioxide (41 g) which was sufficiently pure for the next step (conversion to 1-ethylphenoxathiin 10,10-dioxide).

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