Water → Ethyl 2-(3-iodophenyl)acetate

HRID 1696453Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1696453
[I:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.[CH3:12][CH2:13]OC(C)=O.C([O-])([O-])=O.[Na+].[Na+].O>CCO.S(=O)(=O)(O)O.[Cl-].[Na+].O>[I:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:5]=[CH:6][CH:7]=1

Komponenten

8

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 38702203-Iodophenylacetic acid

Produkt 1

HCID 57581611Ethyl 2-(3-iodophenyl)acetateAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 1118Sulfuric AcidKatalysatorHCID 702EthanolLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

A solution of 2-(3-iodophenyl)acetic acid (1.05 g, 4.0 mmol, commercially available) in EtOH (12 mL) was treated with 2 drops of concentrated sulfuric acid. The resultant solution was heated at reflux for 90 min, cooled to RT and poured into hexanes (50 mL) and EtOAc (50 mL). The organics were with saturated Na2CO3 (2×50 mL), H2O (50 mL), brine (50 mL), dried (MgSO4) and concentrated to yield ethyl 2-(3-iodophenyl)acetate (1.11 g, 95% yield). MS (ESI) m/z: 291.0 (M+H+).

Aufarbeitung

  1. temperatureat reflux for 90 min
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ac26e3c44cbb4ca8b216d2ef4de705b6
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163756B2

Notizen zur Reaktion

Wird geladen…