Methyl bromoacetate → HCID 14402229, Verbindung

HRID 1382183Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1382183
Br[CH2:2][C:3]([O:5][CH3:6])=[O:4].[CH2:7]([NH:9][C:10]1[CH:11]=[C:12]([OH:16])[CH:13]=[CH:14][CH:15]=1)[CH3:8].C(N(C(C)C)C(C)C)C>C1(C)C=CC=CC=1>[CH3:6][O:5][C:3](=[O:4])[CH2:2][N:9]([CH2:7][CH3:8])[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([OH:16])[CH:11]=1

Komponenten

5

Edukt 3

HCID 60984Methyl bromoacetateHCID 81531DiisopropylethylamineHCID 5789913-Ethylaminophenol

Produkt 1

HCID 14402229HCID 14402229, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Methyl bromoacetate (10.7 g, 70 mmole), 3-(ethylamino) phenol from above (4.8 g, 35 mmole), and ethyl diisopropyl amine (4.45 g, 35 mmole) were combined in 25 ml of toluene. The mixture was heated at 100° C. for 30 min. and then evaporated under vacuum and chromatographed on a silica gel column using 5% (v/v) methanol/methylene chloride. The combined fractions were washed with saturated sodium bicarbonate and neutralized with 0.1N HCL. The combined fractions were dried over Na2SO4 and evaporated to give 7.24 g of N-ethyl-N-3-hydroxyphenyl glycine methyl ester.

Aufarbeitung

  1. customevaporated under vacuum
  2. customchromatographed on a silica gel column
  3. washThe combined fractions were washed with saturated sodium bicarbonate and neutralized with 0.1N HCL
  4. dry with materialThe combined fractions were dried over Na2SO4
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-ccf382539ac54e4c9c90bea6fd1e7c0a
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04806488

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