Allyl chloroformate → 1-Allyloxycarbonyl-3-t-butyldimethylsilyloxymethylpyrrolidine

HRID 1650288

Reaktionsgleichung

Reaktionsgleichung von HRID 1650288
C([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])[CH2:9]1)C1C=CC=CC=1.Cl[C:23]([O:25][CH2:26][CH:27]=[CH2:28])=[O:24]>C1(C)C=CC=CC=1>[CH2:26]([O:25][C:23]([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:16])[CH3:17])[CH2:9]1)=[O:24])[CH:27]=[CH2:28]

Komponenten

4

Edukt 2

HCID 18052Allyl chloroformateHCID 199149271-Benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine

Produkt 1

HCID 199149161-Allyloxycarbonyl-3-t-butyldimethylsilyloxymethylpyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 1-benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine (60.10 g) and allyl chloroformate (25.27 ml) in toluene (600 ml) was heated at 60° C for one hour. The mixture was concentrated under reduced pressure to give a syrup. The syrup was subjected to a column chromatography on silica gel (500 g), and eluted with a mixture of ethyl acetate and hexane (1:9-3:7, V/V) to give 1-allyloxycarbonyl-3-t-butyldimethylsilyloxymethylpyrrolidine (30.00 g).

Aufarbeitung

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customto give a syrup
  3. washeluted with a mixture of ethyl acetate and hexane (1:9-3:7, V/V)

Quellen und Nachweise

ORD-Eintrag
ord-1a14c21786d847fb81c69d95959c9cca
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04923857

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