Sodium Iodide → HCID 68538779, Verbindung

HRID 2389318Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2389318
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:3]=1[NH:16][C:17](=[O:19])[CH3:18].Br[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23].[I-].[Na+].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[C:17]([NH:16][C:3]1[C:4]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])(=[O:19])[CH3:18]

Komponenten

7

Edukt 4

HCID 5238Sodium IodideHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 68538324HCID 68538324, Verbindung

Produkt 1

HCID 68538779HCID 68538779, VerbindungAusbeute 72,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a mixture of N-[2-amino-6-(benzyloxy)phenyl]acetamide (2.95 g) and ethyl bromoacetate (2.11 g) in DMF (29.5 mL) were added sodium iodide (1.73 g) and K2CO3 (1.91 g) at ambient temperature. The mixture was stirred at 80° C. for 6 hours. After cooling, the reaction mixture was added water (50 mL). The formed precipitate was collected by filteration and washed with water and recrystallized from solvent (EtOAc and n-hexane) to give ethyl N-[2-acetamido-3-(benzyloxy)phenyl]glycinate (2.86 g) as a white solid.

Aufarbeitung

  1. temperatureAfter cooling
  2. customThe formed precipitate was collected by filteration
  3. washwashed with water
  4. customrecrystallized from solvent (EtOAc and n-hexane)

Quellen und Nachweise

ORD-Eintrag
ord-f2ea4840a7ff4ef4966d51d9f4f7d93d
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08273745B2

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