Triethylamine → (2-Isocyanatocyclopropyl)benzene

HRID 450966

Reaktionsgleichung

Reaktionsgleichung von HRID 450966
[C:1]1([CH:7]2[CH2:9][CH:8]2C(O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([N:15]([CH2:18]C)CC)C.C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:27])=CC=1>C1(C)C=CC=CC=1>[N:15]([CH:8]1[CH2:9][CH:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[C:18]=[O:27]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 703232-Phenylcyclopropane-1-carboxylic acidHCID 199401P,P-Diphenylphosphinic azide

Produkt 1

HCID 582709(2-Isocyanatocyclopropyl)benzeneAusbeute 81,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a solution of 2-phenylcyclopropanecarboxylic acid (1.0 g, 6.17 mmol) in dry toluene (20 mL) was added triethylamine (934 mg, 9.26 mmol) and DPPA (2.0 g, 7.41 mmol) under N2, and the reaction mixture was refluxed for 3 h. The solution was concentrated to give (2-isocyanatocyclopropyl)benzene (800 mg), which was used for the next step without further purification.

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed for 3 h
  2. concentrationThe solution was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-7019917bd13d4f64a7fdaed93ff7742c
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08487094B2

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