Epibromohydrin → HCID 86729263, Verbindung

HRID 1051483Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1051483
[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=[CH:6][CH:7]=1.[H-].[Na+].Br[CH2:19][CH:20]1[CH2:22][O:21]1>CN(C=O)C>[O:21]1[CH2:22][CH:20]1[CH2:19][O:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 18430EpibromohydrinHCID 24758Sodium hydrideHCID 312485tert-butyl N-(3-hydroxyphenyl)carbamate

Produkt 1

HCID 86729263HCID 86729263, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl (3-hydroxyphenyl)carbamate (1 g, 4.79 mmol) in DMF (15 mL) was added NaH (0.126 g, 5.26 mmol) at 0° C. After stirring for 30 min, 2-(bromomethyl)oxirane (0.716 g, 5.26 mmol) was added and the mixture stirred at 0° C. for 1 h before quenching with the addition of MeOH. After evaporation of this mixture, the resulting residue was dissolved in ethyl acetate and washed with water, dried and with sodium sulfate and concentrated with the resulting crude product used for next step without further purification.

Aufarbeitung

  1. stirringthe mixture stirred at 0° C. for 1 h
  2. custombefore quenching with the addition of MeOH
  3. customAfter evaporation of this mixture
  4. dissolutionthe resulting residue was dissolved in ethyl acetate
  5. washwashed with water
  6. dry with materialdried and with sodium sulfate
  7. concentrationconcentrated with the resulting crude product
  8. customused for next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-c350ac3bce2f48b18ea222fe6cb96c08
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09388173B2

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