Sulfuric Acid → Prop-2-yn-1-yl cyanoacetate

HRID 1613685Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1613685
[CH2:1](O)[C:2]#[CH:3].[C:5]([CH2:7][C:8]([OH:10])=[O:9])#[N:6].S(=O)(=O)(O)O>C(Cl)(Cl)Cl>[C:5]([CH2:7][C:8]([O:10][CH2:3][C:2]#[CH:1])=[O:9])#[N:6]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 7859Propargyl alcoholHCID 9740Cyanoacetic acid

Produkt 1

HCID 14972819Prop-2-yn-1-yl cyanoacetateAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

1.6 parts of propargyl alcohol and 1 part of cyanoacetic acid were dissolved in 4.7 parts of chloroform. 0.2 parts of a 98 percent by weight solution of aqueous sulfuric acid were added as a catalyst and the resultant mixture was heated for 5.5 hours at a temperature of 61° C. The crude ester was washed with water. Volatile materials were removed using reduced pressure. The ester, represented the formula N≡CCH2C(O)OCH2C≡CH, was isolated in 71 percent yield.

Aufarbeitung

  1. washThe crude ester was washed with water
  2. customVolatile materials were removed
  3. customwas isolated in 71 percent yield

Quellen und Nachweise

ORD-Eintrag
ord-271dc5cac8244e3a8d26127bcd1f1d1c
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05194460

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