Iodine → 2-Diazofluorene

HRID 2082939

Reaktionsgleichung

Reaktionsgleichung von HRID 2082939
[CH:1]1[C:13]2[C:12](=[N:14][NH2:15])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.CN(C)C(N(C)C)=N.II.C(OO)(=O)C>ClCCCl>[N+:14](=[C:12]1[C:13]2[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=2[C:6]2[C:11]1=[CH:10][CH:9]=[CH:8][CH:7]=2)=[N-:15]

Komponenten

6

Edukt 4

HCID 807IodineHCID 6585Peracetic AcidHCID 664601,1,3,3-TetramethylguanidineHCID 836279-Fluorenone hydrazone

Produkt 1

HCID 700282-Diazofluorene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

To 9-fluorenone hydrazone (9.7 g, 0.05 moles) in 1,2-dichloroethane (50 ml) together with 1,1,3,3-tetramethylguanidine (26.4 ml) and iodine (2 ml, 1% w/v solution) was added peracetic acid solution (11.4 ml, 1.27 × 0.05 moles) over 25 minutes at 10° - 15°. The orange solution was stirred for 15 minutes at 15°, washed with water (5 × 250 ml) and made up to 250 ml in a volumetric flask. An aliquot (50 ml) treated with excess acetic acid yielded 193 ml gas corrected to NTP which corresponded to a 86.2% yield of diazoalkane.

Aufarbeitung

  1. washwashed with water (5 × 250 ml)
  2. custommade up to 250 ml in a volumetric flask
  3. additionAn aliquot (50 ml) treated with excess acetic acid

Quellen und Nachweise

ORD-Eintrag
ord-49d53ff662cb4e61b8d2164425d40fd2
Quelldatensatz
uspto-grants-1978_04
Patentnummer
US04083837

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