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3-Methyl-2-butanone → HCID 71736007, Verbindung

HRID 579399
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 579399
[I:1][C:2]1[CH:3]=[C:4]([NH:9]N)[CH:5]=[C:6]([I:8])[CH:7]=1.[CH3:11][CH:12]([CH3:16])[C:13](=O)[CH3:14]>C(O)(=O)C>[I:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[C:4]2[C:3]=1[C:12]([CH3:16])([CH3:11])[C:13]([CH3:14])=[N:9]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 112513-Methyl-2-butanoneHCID 86695330HCID 86695330, Verbindung

Produkt 1

HCID 71736007HCID 71736007, VerbindungAusbeute 61,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

2 g of 3,5-diiodophenylhydrazine (5.5 mmol), and 1 mL (9.3 mmol) of 3-methyl-2-butanone were refluxed in 15 mL of acetic acid for 20 hours. The acetic acid was evaporated and the residue was dissolved in ether. Insoluble precipitate was filtered off, and the etheric solution was washed with aqueous solutions of NaHCO3, followed by Na2S2O3 and water. The organic layer was dried with CaCl2 and ether was removed under reduced pressure by a rotary evaporator to give 1.4 g of 4,6-diiodo-2,3,3-trimethyl-3H-indole. 1H-NMR (200 MHz, DMSO-d6), δ, ppm: 7.92 (1H, d, 1.1 Hz, arom.), 7.79 (1H, d, 1.1 Hz, arom.), 2.22 (3H, s, 2-CH3), 1.32 (6H, s, C(CH3)2).

Aufarbeitung

  1. customThe acetic acid was evaporated
  2. dissolutionthe residue was dissolved in ether
  3. filtrationInsoluble precipitate was filtered off
  4. washthe etheric solution was washed with aqueous solutions of NaHCO3
  5. dry with materialThe organic layer was dried with CaCl2 and ether
  6. customwas removed under reduced pressure by a rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-72f1a86e7be74f79a3a705a552980148
Quelldatensatz
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09040721B2

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