Hydrochloric Acid → HCID 19930842, Verbindung

HRID 21984Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21984
[O:1]=[C:2]1[CH:15]([C:16]([O:18]CC)=[O:17])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH:4]([C:21]([O:23]CC)=[O:22])[NH:3]1.[OH-].[Na+].Cl>C(O)C>[O:1]=[C:2]1[CH:15]([C:16]([OH:18])=[O:17])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH:4]([C:21]([OH:23])=[O:22])[NH:3]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19930817Diethyl 2-oxo-1-azacyclotetradecane-3,14-dicarboxylate

Produkt 1

HCID 19930842HCID 19930842, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Diethyl 2-oxo-1-azacyclotetradecane-3,14-dicarboxylate (1.14 g, 3.2 mmol; mixture of both diastereomers) is dissolved in ethanol (32.0 mL). Sodium hydroxide (9.6 mL of a 1N aqueous solution, 9.6 mmol) is added dropwise, and the solution is stirred at room temperature for 3 hours. The reaction is then acidified to pH 3 with 1N hydrochloric acid, and partitioned between ethyl acetate and water. The aqueous phase is extracted several times with ethyl acetate, the combined organic layers are dried (Na2SO4), and the solvent is evaporated to give both diastereomers of 2-oxo-1-azacyclotetradecane-3,14-dicarboxylic acid.

Aufarbeitung

  1. additionmixture of both diastereomers)
  2. custompartitioned between ethyl acetate and water
  3. extractionThe aqueous phase is extracted several times with ethyl acetate
  4. dry with materialthe combined organic layers are dried (Na2SO4)
  5. customthe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-d2ee70d357da4568a932be1e31fddb1f
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05426103

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