Triethylamine → 1-Heptyl-4-isocyanatobenzene

HRID 1892094

Reaktionsgleichung

Reaktionsgleichung von HRID 1892094
[CH2:1]([C:8]1[CH:16]=[CH:15][C:11](C(O)=O)=[CH:10][CH:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].CC[N:19]([CH2:22]C)CC.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:31])C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:1]([C:8]1[CH:9]=[CH:10][C:11]([N:19]=[C:22]=[O:31])=[CH:15][CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 170036Benzoic acid, 4-heptyl-HCID 199401P,P-Diphenylphosphinic azide

Produkt 1

HCID 594097981-Heptyl-4-isocyanatobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a degassed solution of 4-heptylbenzoic acid (3.0 g, 13.6 mmol) in anhydrous toluene (30 mL) and Et3N (3 mL, 21.5 mmol), was added diphenyl phosphoryl azide (2 mL, 9.3 mmol) dropwise. After completion of the addition, the reaction mixture was heated to reflux and stirred for 2 hours. The mixture was concentrated to dryness under reduced pressure to give the product, 1-heptyl-4-isocyanatobenzene (79), as an oil, which was used directly in the next reaction without further purification.

Aufarbeitung

  1. additionAfter completion of the addition
  2. temperaturethe reaction mixture was heated
  3. temperatureto reflux
  4. concentrationThe mixture was concentrated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fb51dda54e704621bcbae391cff51a49
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507647B2

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