Ethyl chloroformate → 2-Benzyl-5-carbethoxy-2,5-diazabicyclo[2.2.1]heptane

HRID 1605954Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1605954
Cl.C(N1CC2CC1CN2C(=O)N(CC)CC)C1C=CC=CC=1.I.I.[CH2:25]([N:32]1[CH2:37][CH:36]2[CH2:38][CH:33]1[CH2:34][NH:35]2)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.Cl[C:40]([O:42][CH2:43][CH3:44])=[O:41]>>[CH2:25]([N:32]1[CH2:37][CH:36]2[CH2:38][CH:33]1[CH2:34][N:35]2[C:40]([O:42][CH2:43][CH3:44])=[O:41])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Komponenten

4

Edukt 3

HCID 10928Ethyl chloroformateHCID 215454962-benzyl-5-(N,N-diethyl-carbamyl)2,5-diazabicyclo[2.2.1]heptane hydrochlorideHCID 224039562-Benzyl-2,5-diazabicyclo[2.2.1]heptane dihydroiodide

Produkt 1

HCID 220995342-Benzyl-5-carbethoxy-2,5-diazabicyclo[2.2.1]heptaneAusbeute 68 %

Versuchsvorschrift

Using the procedure for preparation of 2-benzyl-5-(N,N-diethylcarbamyl)-2,5-diazabicyclo[2.2.1]heptane hydrochloride as related in Example 11, 29.0 g of 2-benzyl-2,5-diazabicyclo[2.2.1]heptane dihydroiodide, prepared according to the procedure given in Example 11, was treated with 1.5 equivalents of ethyl chloroformate to yield crude product. Dry column chromatography, a technique described by B. Loev and M. M. Goodman in Chem. Ind. (London), p 2026, 1967, on 1700 g alumina using chloroform development provided 11.6 g (68%) of pure product, characterized as the maleate salt, melting point 124°-128° C.

Aufarbeitung

  1. customprepared
  2. customto yield crude product
  3. customDry column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f7c2ba8b83ac4f5f9885995a3e0add35
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03951980

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