Chloromethyl Methyl Ether → Methyl alpha-amino-alpha-(4-methoxymethoxyphenyl)acetate

HRID 839449

Reaktionsgleichung

Reaktionsgleichung von HRID 839449
[NH2:1][CH:2]([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[C:3]([O:5][CH3:6])=[O:4].[H-].[Na+].[H][H].[CH3:18][O:19][CH2:20]Cl>O.CN(C)C=O>[NH2:1][CH:2]([C:7]1[CH:8]=[CH:9][C:10]([O:13][CH2:18][O:19][CH3:20])=[CH:11][CH:12]=1)[C:3]([O:5][CH3:6])=[O:4]

Komponenten

7

Edukt 4

HCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydrideHCID 4123006p-Hydroxyphenylglycine methyl esterHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 20324417Methyl alpha-amino-alpha-(4-methoxymethoxyphenyl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

In this preparation 1.81 g. of methyl α-amino-α-(4-hydroxyphenyl)acetate is dissolved in 10 ml. of dimethylformamide under nitrogen and 0.24 g. of sodium hydride is then added. The solution is stirred at room temperature under nitrogen until hydrogen evolution ceases and then 0.80 g. of chloromethyl methyl ether is added. The resulting mixture is warmed at 60° C for 1 hour and then cooled and diluted with water. The aqueous mixture is extracted with ether and the ether extract is dried and evaporated to afford methyl α-amino-α-(4-methoxymethoxyphenyl)acetate.

Aufarbeitung

  1. customIn this preparation 1.81 g
  2. temperaturecooled
  3. extractionThe aqueous mixture is extracted with ether
  4. extractionthe ether extract
  5. customis dried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-b59e5b18ad26420caf07f211fcad7334
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04094978

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