Hydrochloric Acid → Ethyl indoline-2-carboxylate

HRID 1720001Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1720001
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C@H:2]1[C:10]([OH:12])=[O:11].[ClH:13].[CH2:14](O)[CH3:15]>>[ClH:13].[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C@H:2]1[C:10]([O:12][CH2:14][CH3:15])=[O:11]

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 2733920Indoline-2-carboxylic acid, (S)-

Produkt 1

HCID 22822759Ethyl indoline-2-carboxylate

Versuchsvorschrift

A suspension of (S)-indoline-2-carboxylic acid (6.02 g., 36.9 mmol.) in ethanol (70 ml.) at 0° was saturated with hydrochloric acid and allowed to warm to room temperature. After 3 hours at room temperature, the resulting clear, red solution was purged with nitrogen and diluted with ethyl ether (200 ml.). The crystallized product was collected, washed with ethyl ether and dried in vacuo to give 6.43 g. of the title compound as white needles, m.p. 168°-169°; α!D =-70.7° (c=0.68, chloroform). TLC (ethyl acetate-hexane, 1:1) Rf =0.63 (as free base).

Aufarbeitung

  1. customthe resulting clear, red solution was purged with nitrogen
  2. additiondiluted with ethyl ether (200 ml.)
  3. customThe crystallized product was collected
  4. washwashed with ethyl ether
  5. customdried in vacuo
  6. customto give 6.43 g

Quellen und Nachweise

ORD-Eintrag
ord-2341f1275cda4573a992c40ec7d37def
Quelldatensatz
uspto-grants-1996_04
Patentnummer
US05504080

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