Benzyl Chloride → Benzylsuccinamate

HRID 259632

Reaktionsgleichung

Reaktionsgleichung von HRID 259632
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([NH2:6])=[O:5].[CH2:9](Cl)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(N(CC)CC)C>CN(C)C=O>[C:1]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:7])[CH2:2][CH2:3][C:4]([NH2:6])=[O:5]

Komponenten

5

Edukt 3

HCID 7503Benzyl ChlorideHCID 8471TriethylamineHCID 12522Succinamic acid

Produkt 1

HCID 21470073Benzylsuccinamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 23.4 g. (0.20 mole) of succinamic acid, 25.4 g. (0.20 mole) of benzyl chloride, 20.2 g. (0.20 mole) triethylamine and 250 ml. dimethylformamide is stirred at 95° C. for 20 hours. The reaction mixture is diluted with 500 ml. water the product extracted into two 200 ml. portions of ethyl ether. The combined ether extracts are washed with two 50 ml. portions of saturated sodium bicarbonate solution, then two 50 ml. portions of water and dried over anhydrous magnesium sulfate. After filtering, the solution is concentrated at 15 - 20 mm. and 40° C. to give benzyl succinamate.

Aufarbeitung

  1. additionA mixture of 23.4 g
  2. additionThe reaction mixture is diluted with 500 ml
  3. extractionwater the product extracted into two 200 ml
  4. washThe combined ether extracts are washed with two 50 ml
  5. dry with materialportions of water and dried over anhydrous magnesium sulfate
  6. filtrationAfter filtering
  7. concentrationthe solution is concentrated at 15 - 20 mm

Quellen und Nachweise

ORD-Eintrag
ord-dbaf64c2be9d4cd6abe44c88fc0774b9
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04038411

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