Water → 1-(5-Tert-Butoxycarbonyl-2-Nitrophenoxy)-2-(5-Methyl-2-Nitrophenoxy)Ethane

HRID 847339

Reaktionsgleichung

Reaktionsgleichung von HRID 847339
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:6]=1[N+:12]([O-:14])=[O:13].[C:15]([O-:18])([O-])=[O:16].[K+].[K+].[OH2:21].CN1[CH2:27][CH2:26][CH2:25][C:24]1=[O:28]>>[C:9]([O:18][C:15]([C:26]1[CH:27]=[CH:5][C:6]([N+:12]([O-:13])=[O:21])=[C:24]([CH:25]=1)[O:28][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:6]=1[N+:12]([O-:14])=[O:13])=[O:16])([CH3:11])([CH3:10])[CH3:8]

Komponenten

5

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 13685252Benzene, 2-(2-bromoethoxy)-4-methyl-1-nitro-

Produkt 1

HCID 198808701-(5-Tert-Butoxycarbonyl-2-Nitrophenoxy)-2-(5-Methyl-2-Nitrophenoxy)Ethane

Versuchsvorschrift

A mixture of Compound 3e (239 mg, 1 mmol), 1-bromo-2-(5-methyl-2-nitrophenoxy)ethane, see G. Grynkiewicz, et al. (1985), (286 mg, 1.1 mmol), K2CO3 (83 mg, 0.6 mmol) in dry N-methylpyrrolidinone (0.75 mL) was heated at 140° C. for 10 min with protection from moisture, cooled and H2O added dropwise to precipitate the product, Compound 3f. After filtration, recrystallization from EtOH gave a white solid, m.p. 113°-114° C. Yield, 383 mg (92%).

Aufarbeitung

  1. temperaturecooled
  2. customto precipitate the product, Compound 3f
  3. filtrationAfter filtration, recrystallization from EtOH
  4. customgave a white solid, m.p. 113°-114° C
  5. customYield

Quellen und Nachweise

ORD-Eintrag
ord-643677538a22494e9ce56617fc2e9b36
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05141627

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