Carbon Dioxide → 4-t-Butylazo-4-cyanopentyl chloroformate

HRID 866732

Reaktionsgleichung

Reaktionsgleichung von HRID 866732
[C:1](Cl)([Cl:3])=[O:2].C(=O)=O.[C:8]([N:12]=[N:13][C:14]([C:20]#[N:21])([CH2:16][CH2:17][CH2:18][OH:19])[CH3:15])([CH3:11])([CH3:10])[CH3:9]>>[Cl:3][C:1]([O:19][CH2:18][CH2:17][CH2:16][C:14]([N:13]=[N:12][C:8]([CH3:11])([CH3:9])[CH3:10])([C:20]#[N:21])[CH3:15])=[O:2]

Komponenten

4

Edukt 3

HCID 280Carbon DioxideHCID 6371PhosgeneHCID 233458984-t-Butylazo-4-cyanopentanol

Produkt 1

HCID 203182324-t-Butylazo-4-cyanopentyl chloroformateAusbeute 82 %

Versuchsvorschrift

To 15 ml of liquid phosgene in a 50 ml round bottom flask, equipped with a thermometer, magnetic stirring bar, dry ice condenser and dropping funnel, was added 5 g. (0.0254 m) of 2-t-butylazo-2-cyano-5-hydroxypentane (from XIV) over 1 hour, holding the temperature at 0° C with an ice bath. After the addition was complete, the reaction was stirred an additional 11/2 hours, letting the temperature slowly rise to room temperature. The dry ice condenser was removed and the excess phosgene stripped off with a water aspirator. The chloroformate was taken up in pentane, dried over anhydrous Na2SO4, filtered and the pentane stripped off to give 5.4 g. (82% yield) of 4-t-butylazo-4-cyanopentyl chloroformate which assayed 92.4%.

Aufarbeitung

  1. additionwas added 5 g
  2. customat 0° C
  3. additionAfter the addition
  4. customslowly rise to room temperature
  5. customThe dry ice condenser was removed
  6. dry with materialdried over anhydrous Na2SO4
  7. filtrationfiltered
  8. customto give 5.4 g

Quellen und Nachweise

ORD-Eintrag
ord-3573077c1b1e45bbb259f4f250ef6ffb
Quelldatensatz
uspto-grants-1978_07
Patentnummer
US04101522

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