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Hydrochloric Acid → HCID 9932381, Verbindung

HRID 651342
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 651342
C[O:2][C:3](=[O:33])[CH2:4][N:5]1[C:9](=[O:10])[C:8]2([CH2:15][CH2:14][N:13]([CH2:16][C:17]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH:20]=[CH:19][CH:18]=3)[CH2:12][CH2:11]2)[N:7]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:6]1.[OH-].[Na+].ClCCl.Cl>C(O)C>[C:17]1([CH2:16][N:13]2[CH2:14][CH2:15][C:8]3([N:7]([C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH2:6][N:5]([CH2:4][C:3]([OH:33])=[O:2])[C:9]3=[O:10])[CH2:11][CH2:12]2)[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 98034758-(1-Naphthalenylmethyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-3-acetic acid Methyl Ester

Produkt 1

HCID 9932381HCID 9932381, VerbindungAusbeute 103,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702
Ethanol
Lösungsmittel

Versuchsvorschrift

(8-Naphthalen-1-ylmethyl-4-oxo-1-phenyl-1,3,8-triaza-spiro[4.5]dec-3-yl)-acetic acid methyl ester (44.40 g, 0.1 mol, prepared as described above) was dissolved in a mixture of 2 N sodium hydroxide (165 ml, 0.33 mol) and ethanol (500 ml) and stirred at room temperature for 16 h. Dichloromethane (700 ml) was added and pH was adjusted to 5 by the addition of 6 N hydrochloric acid. The organic phase was separated, washed with water (2×200 ml and concentrated to 300 ml in vacuo. Water (300 ml) and dichloromethane (100 ml) were added and the slurry was stirred overnight. The product was collected by filtration, washed successively with water (4×100 ml, dichloromethane (2×50 ml) and acetone (2×50 ml) and dried, affording the title compound as a powder (44.6 g, 97% yield).

Aufarbeitung

  1. customThe organic phase was separated
  2. washwashed with water (2×200 ml
  3. concentrationconcentrated to 300 ml in vacuo
  4. additionWater (300 ml) and dichloromethane (100 ml) were added
  5. stirringthe slurry was stirred overnight
  6. filtrationThe product was collected by filtration
  7. washwashed successively with water (4×100 ml, dichloromethane (2×50 ml) and acetone (2×50 ml)
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ddebb3758d9f4d178442cc9d09706a6c
Quelldatensatz
uspto-grants-2001_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06277991B1

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