Triethylamine → 5-Indanyl isocyanate

HRID 53255

Reaktionsgleichung

Reaktionsgleichung von HRID 53255
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH2:6][CH2:5]2.Cl[C:12](Cl)([O:14]C(=O)OC(Cl)(Cl)Cl)Cl.C(N(CC)CC)C>C(OCC)C>[CH2:7]1[C:8]2[C:4](=[CH:3][C:2]([N:1]=[C:12]=[O:14])=[CH:10][CH:9]=2)[CH2:5][CH2:6]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 90496Indan-5-amineHCID 94429Triphosgene

Produkt 1

HCID 50036815-Indanyl isocyanateAusbeute 203,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 5-aminoindane (25 g) in anhydrous diethyl ether (1250 ml), under an atmosphere of nitrogen, at 0° C. was added triphosgene (18.3 g). The mixture was stirred at 0° C. for 2 min then triethylamine (64.7 ml) was added until pH8. The mixture was stirred at 0° C. for 10 min then at. 10° C. for 10 min. The undissolved solids were filtered off and the filtrate evaporated in vacuo. The residue was distilled at 100° C./1 mbar to afford the title compound (20 g). 1H NMR (360 MHz, CDCl3) δ2.07 (2H, quin, J=7.5 Hz), 2.86 (4H, m), 6.84 (1H, dd, J=7.9 and 2.0 Hz), 6.94 (1H, s), 7.13 (1H, d, J=7.9 Hz).

Aufarbeitung

  1. stirringThe mixture was stirred at 0° C. for 10 min
  2. wait10° C. for 10 min
  3. filtrationThe undissolved solids were filtered off
  4. customthe filtrate evaporated in vacuo
  5. distillationThe residue was distilled at 100° C./1 mbar

Quellen und Nachweise

ORD-Eintrag
ord-8a701233b0aa4b0c8a688b121562a1de
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05618812

Verknüpfte Notizen

Wird geladen…