Iodine → HCID 87582968, Verbindung

HRID 2249380Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2249380
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[O:10][CH3:11].[Li+].CC([N-]C(C)C)C.[I:20]I>C1COCC1.C(OCC)(=O)C>[F:8][C:6]1[CH:5]=[C:4]([CH3:9])[C:3]([O:10][CH3:11])=[C:2]([F:1])[C:7]=1[I:20]

Komponenten

6

Edukt 3

HCID 807IodineHCID 2724682Lithium diisopropylamideHCID 450736371,5-Difluoro-2-methoxy-3-methylbenzene

Produkt 1

HCID 87582968HCID 87582968, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 1,5-difluoro-2-methoxy-3-methylbenzene (0.65 g, 4.1 mmol) in THF (1 mL) was added to LDA (4.3 mmol) in THF (10 mL) at −55° C. and the solution stirred for 45 minutes. Solid iodine (1.15 g, 4.5 mmol) was added and the solution allowed to warm to ambient temperature. The solution was diluted with ethyl acetate and washed with sodium bicarbonate (saturated solution 15 mL) and sodium thiosulfate (saturated solution, 15 mL), dried (sodium sulfate) and concentrated. The residue was purified by chromatography (hexanes) to give 1,3-difluoro-2-iodo-4-methoxy-5-methylbenzene: 1H NMR (300 MHz, CDCl3): δ 6.72 (dd, 1H), 3.84 (d, 3H,), 2.26 (s, 3H).

Aufarbeitung

  1. washwashed with sodium bicarbonate (saturated solution 15 mL) and sodium thiosulfate (saturated solution, 15 mL)
  2. dry with materialdried (sodium sulfate)
  3. concentrationconcentrated
  4. customThe residue was purified by chromatography (hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-582d14ad2c0a4f2b8c079001db93a1a5
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07314849B2

Notizen zur Reaktion

Wird geladen…