Water → Ethyl 2-(benzyloxycarbonylamino)-2-(hydroxy)acetate

HRID 65180

Reaktionsgleichung

Reaktionsgleichung von HRID 65180
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH:2]=[O:3].[C:8](=[O:18])([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[NH2:9].O>C1(C)C=CC=CC=1>[CH2:11]([O:10][C:8]([NH:9][CH:2]([OH:3])[C:1]([O:5][CH2:6][CH3:7])=[O:4])=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 12136Benzyl carbamateHCID 70211Ethyl oxoacetate

Produkt 1

HCID 20233481Ethyl 2-(benzyloxycarbonylamino)-2-(hydroxy)acetateAusbeute 64,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 17.3 g (0.169 mole) of ethyl glyoxylate and 23.0 g (0.152 mole) of benzyl carbamate in 250 ml of toluene was heated under reflux for 6 hours, with removal of water using a Dean-Stark trap. The resulting reaction mixture was concentrated in vacuo, and diethyl ether was added to the residue. The mixture was filtered, and the diethyl ether solution was evaporated in vacuo to give 25.0 g of ethyl 2-(benzyloxycarbonylamino)-2-(hydroxy)acetate as a sticky solid.

Aufarbeitung

  1. customThe resulting reaction mixture
  2. concentrationwas concentrated in vacuo, and diethyl ether
  3. additionwas added to the residue
  4. filtrationThe mixture was filtered
  5. customthe diethyl ether solution was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-302a40ecef4448ebbe1ad41a616bb359
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04613462

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