Hydrochloric Acid → 2-Fluoro-3-iodo-4-methoxybenzaldehyde

HRID 2212590Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2212590
[F:1][C:2]1[C:7]([I:8])=[C:6]([O:9][CH3:10])[CH:5]=[CH:4][C:3]=1[CH:11]1OCC[O:12]1.Cl>CC(C)=O>[F:1][C:2]1[C:7]([I:8])=[C:6]([O:9][CH3:10])[CH:5]=[CH:4][C:3]=1[CH:11]=[O:12]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 219664342-(2-Fluoro-3-iodo-4-methoxy-phenyl)-[1,3] dioxolane

Produkt 1

HCID 219664772-Fluoro-3-iodo-4-methoxybenzaldehydeAusbeute 48,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 2-(2-fluoro-3-iodo-4-methoxy-phenyl)-[1,3] dioxolane (5.284 g, 16.30 mmol) in acetone (170 mL) was added HCl (1N, 170 mL) and the solution stirred at room temperature for 48 hrs. The solution was extracted with ethyl acetate and washed successively with water, brine, dried (MgSO4), filtered and evaporated. The residue was purified on silica gel (eluent: 10% ethyl acetate in hexane) to give 2.22 g of 2-Fluoro-3-iodo-4-methoxy benzaldehyde (38% for 2 steps). 1H NMR (300 MHz; CDCl3): 4.00 (s, 3 H), 6.74 (d, J=8.4 Hz, 1 H), 7.88 (t, J=8.1 Hz, 1 H), 10.21 (s, 1 H).

Aufarbeitung

  1. extractionThe solution was extracted with ethyl acetate
  2. washwashed successively with water, brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified on silica gel (eluent: 10% ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-c29e27536d2b4a968de576fb71c65369
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07102000B2

Notizen zur Reaktion

Wird geladen…