Hydracrylonitrile → ethyl N-carbobenzoxy-N-[bis(beta-cyanoethoxy)phosphonomethyl]glycinate

HRID 224224

Reaktionsgleichung

Reaktionsgleichung von HRID 224224
[C:1]([N:11]([CH2:18][P:19]([O:23]Cl)([O:21]Cl)=[O:20])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].[C:25]([CH2:27][CH2:28][OH:29])#[N:26].C([N:32]([CH2:35][CH3:36])CC)C.[O:37]1CCC[CH2:38]1>>[C:1]([N:11]([CH2:18][P:19]([O:23][O:37][CH2:38][CH2:36][C:35]#[N:32])([O:21][O:29][CH2:28][CH2:27][C:25]#[N:26])=[O:20])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2]

Komponenten

5

Edukt 4

HCID 8011HydracrylonitrileHCID 8028Tetrahydrofuran2×HCID 8471TriethylamineHCID 54297302ethyl N-carbobenzoxy-N-(dichlorophosphonomethyl)glycinate

Produkt 1

HCID 23332172ethyl N-carbobenzoxy-N-[bis(beta-cyanoethoxy)phosphonomethyl]glycinate

Versuchsvorschrift

Ethyl N-carbobenzoxy-N-(dichlorophosphonomethyl)glycinate (11.7 g., 0.032 mole) and 2-cyanoethanol (4.52 g., 0.064 mole) were dissolved in tetrahydrofuran (50 ml). To this solution was added triethylamine (6.42 g., 0.064 mole) dissolved in 25 ml. of tetrahydrofuran. The resultant solution was stirred overnight at room temperature. The reaction mixture was then filtered and the filtrate concentrated in vacuo to yield ethyl N-carbobenzoxy-N-[bis(β-cyanoethoxy)phosphonomethyl]glycinate as a yellow oil, ND25 =1.05 and having the following analysis.

Aufarbeitung

  1. dissolutiondissolved in 25 ml
  2. filtrationThe reaction mixture was then filtered
  3. concentrationthe filtrate concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e13ee0364e1244808fb144af690deaa4
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04231782

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