Chloromethyl Methyl Ether → HCID 58629740, Verbindung

HRID 423260Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 423260
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([OH:12])=[C:6]([I:13])[CH:5]=1.C(N(C(C)C)CC)(C)C.[CH3:24][O:25][CH2:26]Cl>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH2:24][O:25][CH3:26])=[C:6]([I:13])[CH:5]=1

Komponenten

5

Edukt 3

HCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 53426739Methyl 4-hydroxy-3-iodo-5-methoxybenzoate

Produkt 1

HCID 58629740HCID 58629740, VerbindungAusbeute 51,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 4-hydroxy-3-iodo-5-methoxybenzoic acid methyl ester (4.6 g) in chloroform (30 mL) were successively added diisopropylethylamine (3.88 g) and chloromethyl methyl ether (1.88 g) under ice-cooling, and the mixture was stirred at room temperature for 1 hour. The reaction solution was washed successively with ethyl acetate, 1N hydrochloric acid, water, and saturated brine, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by column chromatography on silica gel with solvent (hexane:ethyl acetate=3:1, v/v) to give the title compound (2.70 g).

Aufarbeitung

  1. temperaturecooling
  2. washThe reaction solution was washed successively with ethyl acetate, 1N hydrochloric acid, water, and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography on silica gel with solvent (hexane

Quellen und Nachweise

ORD-Eintrag
ord-13011b04dfa34c9fbbb9408905db474d
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08101774B2

Notizen zur Reaktion

Wird geladen…