1,4-Dioxane → N-BOC allylglycine

HRID 2166750

Reaktionsgleichung

Reaktionsgleichung von HRID 2166750
[CH2:1]([NH:4][CH2:5][C:6]([OH:8])=[O:7])[CH:2]=[CH2:3].O1CCOCC1.[CH3:15][C:16]([O:19][C:20](ON=C(C1C=CC=CC=1)C#N)=[O:21])([CH3:18])[CH3:17]>CCOCC.O.C(N(CC)CC)C>[C:20]([CH:3]=[CH:2][CH2:1][NH:4][CH2:5][C:6]([OH:8])=[O:7])([O:19][C:16]([CH3:18])([CH3:17])[CH3:15])=[O:21]

Komponenten

7

Edukt 3

HCID 312751,4-DioxaneHCID 76651N-AllylglycineHCID 938652-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

Produkt 1

HCID 86738924N-BOC allylglycine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittel2×HCID 3283Diethyl EtherLösungsmittelHCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A mixture of 884 mg of allylglycine, 4.6 ml of water, 4.6 ml of dioxane, 1.6 ml of triethylamine and 2.08 g BOC-ON is stirred for 3.75 hrs at 25° C. Then 15 ml of water and 20 ml of ether are added. The aqueous layer is separated, washed with ether, acidified to pH 2 with HCl, and filtered to isolate the crystalline product, 1.4. g, m.p. 109° C.

Aufarbeitung

  1. customThe aqueous layer is separated
  2. washwashed with ether
  3. filtrationfiltered
  4. customto isolate the crystalline product, 1.4

Quellen und Nachweise

ORD-Eintrag
ord-cc727055b1e44529803bfeb0e8302f14
Quelldatensatz
uspto-grants-1983_06
Patentnummer
US04388475

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