Diisopropylethylamine → 1-Cyclohexyl-2-isocyanatobenzene

HRID 2099492Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2099492
[CH:1]1([C:7]2[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=2C(O)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CC[N:18]([CH:22](C)C)C(C)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:32])C=CC=CC=1>C1(C)C=CC=CC=1>[CH:1]1([C:7]2[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=2[N:18]=[C:22]=[O:32])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 70205722-cyclohexylbenzoic Acid

Produkt 1

HCID 574747361-Cyclohexyl-2-isocyanatobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-cyclohexylbenzoic acid (2 g, 9.8 mmol) and DIPEA (3.45 μL, 14.7 mmol) in toluene (25 mL) under nitrogen was added diphenylphosphoroyl azide (2.1 mL, 9.8 mmol). The reaction mixture was stirred for 4 h at room temperature and then heated at 90° C. for 3 h. Upon cooling, the organic layer was washed with saturated ammonium chloride solution (2×10 mL) and brine (1×10 mL), dried (MgSO4), filtered and the solvent removed under reduced pressure to give the title compound as a clear amber oil.

Aufarbeitung

  1. temperatureheated at 90° C. for 3 h
  2. temperatureUpon cooling
  3. washthe organic layer was washed with saturated ammonium chloride solution (2×10 mL) and brine (1×10 mL)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3dee879f8092454daa23c9ae6829ed0a
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07569586B2

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