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Iodoethane → HCID 68538880, Verbindung

HRID 852542
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 852542
C([O-])([O-])=O.[K+].[K+].I[CH2:8][CH3:9].[CH3:10][O:11][C:12](=[O:24])[C:13]1[CH:22]=[C:21]([OH:23])[CH:20]=[C:15]([C:16]([O:18][CH3:19])=[O:17])[CH:14]=1>CC(C)=O>[CH3:19][O:18][C:16](=[O:17])[C:15]1[CH:20]=[C:21]([O:23][CH2:8][CH3:9])[CH:22]=[C:13]([C:12]([O:11][CH3:10])=[O:24])[CH:14]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 830651,3-Benzenedicarboxylic acid, 5-hydroxy-, 1,3-dimethyl ester

Produkt 1

HCID 68538880HCID 68538880, VerbindungAusbeute 96,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

K2CO3 (31.6 g, 223 mmol, 2.23 equiv) and iodoethane (17.8 ml, 230 mmol, 2.3 equiv) were added to a solution of 5-hydroxy-isophthalic acid dimethyl ester (D42) (21 g, 100 mmol, 1 equiv) in acetone (500 ml) at room temperature. The resulting solution was refluxed for 16 h, then cooled to room temperature and concentrated in vacuo. The residue was partitioned between H2O and AcOEt. The aqueous phase was extracted with AcOEt and the combined organic layers were washed with 2N aqueous NaOH solution and brine, dried over MgSO4 and concentrated in vacuo to give 5-ethoxy-isophthalic acid dimethyl ester (D43) (23 g, 96%) as a white solid. RT=3.13 min

Aufarbeitung

  1. temperatureThe resulting solution was refluxed for 16 h
  2. concentrationconcentrated in vacuo
  3. customThe residue was partitioned between H2O and AcOEt
  4. extractionThe aqueous phase was extracted with AcOEt
  5. washthe combined organic layers were washed with 2N aqueous NaOH solution and brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f3f407b290094123a34e68ec9fe9ea4a
Quelldatensatz
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07253198B2

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