تفاعل #56528

معادلة التفاعل

sodium 3-acetamido-2,4,6-triiodobenzoate

chloromethyl ethyl ether

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product

المردود 32.8%

Ethoxymethyl 3-Acetamido-2,4,6-triiodobenzoate

المردود 32.8%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىA white solid (NaCl) precipitated promptly
2. 2
   ترشيحfiltered
3. 3
   أخرىevaporated
4. 4
   أخرىto yield 17.8 g
5. 5
   workup.DISSOLUTIONThe residue was dissolved in 200 ml
6. 6
   ترشيحof chloroform, filtered
7. 7
   استخلاصthe filtrate was extracted with 5% aqueous sodium bicarbonate
8. 8
   غسيلwashed with water
9. 9
   تجفيفdried over anhydrous sodium sulfate
10. 10
    أخرىevaporated under reduced pressure to dryness
11. 11
    أخرىThe residue (10.5 g.) obtained
12. 12
    أخرىwas recrystallized from carbon tetrachloride (200 ml.) and chloroform (enough
13. 13
    workup.DISSOLUTIONto dissolve the residue),

الإجراء التجريبي

To a stirred slurry of sodium 3-acetamido-2,4,6-triiodobenzoate (14.5 g, 0.025 mole) in dimethylformamide (150 ml) was added chloromethyl ethyl ether (2.56 g, 0.027 mole). A white solid (NaCl) precipitated promptly. The mixture was stirred overnight, filtered, and evaporated to near dryness under reduced pressure to yield 17.8 g. of residue. The residue was dissolved in 200 ml. of chloroform, filtered and the filtrate was extracted with 5% aqueous sodium bicarbonate, washed with water and dried over anhydrous sodium sulfate and evaporated under reduced pressure to dryness. The residue (10.5 g.) obtained was recrystallized from carbon tetrachloride (200 ml.) and chloroform (enough to dissolve the residue), to yield the product 5.05 g. (31.5%), m.p. 174°-177.7° C. The ir and and nmr spectra were in agreement with the structure as assigned.

المصدر