Iodine → 2-iodobenzene-1,3-diol

HRID 1064738Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1064738
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[I:9]I.C([O-])(O)=O.[Na+]>O>[I:9][C:3]1[C:1]([OH:2])=[CH:8][CH:7]=[CH:6][C:4]=1[OH:5]

Komponenten

5

Edukt 3

HCID 807IodineHCID 5054ResorcinolHCID 516892Sodium Bicarbonate

Produkt 1

HCID 6168332-iodobenzene-1,3-diolAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Resorcinol (2.75 g, 25 mmol) in 20 mL of water and ice was treated with iodine (6.7 g, 26.4 mmol) and NaHCO3 (2.3 g, 27.4 mmol) in one portion. After stirring for 1 hour, the precipitate was separated by filtration and the filtrate was extracted twice (2×75 mL) with diethyl ether. The organic phase was dried over sodium sulfate and evaporated under reduced pressure. The solid was triturated with 20 ML of chloroform and left at −18° C. for 24 hours. The solid was separated by filtration to provide the title compound (78% yield). 1HNMR (300 MHz, CDCl3) δ 4.85 (s, 1H), 6.30 (m, 2H), 6.95 (m, 1H). MS (CDI) m/z 237 (M+H)+.

Aufarbeitung

  1. customthe precipitate was separated by filtration
  2. extractionthe filtrate was extracted twice (2×75 mL) with diethyl ether
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. customevaporated under reduced pressure
  5. customThe solid was triturated with 20 ML of chloroform
  6. waitleft at −18° C. for 24 hours
  7. customThe solid was separated by filtration

Quellen und Nachweise

ORD-Eintrag
ord-de040ce6123e477ab7fc3b605a4116d5
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06969730B2

Notizen zur Reaktion

Wird geladen…