Chloromethyl Methyl Ether → HCID 23132781, Verbindung

HRID 2075488Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2075488
[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([OH:12])=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.[CH3:22][O:23][CH2:24]Cl.C(=O)(O)[O-].[Na+]>ClCCl>[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH2:22][O:23][CH3:24])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 109208304-fluoronaphthalen-1-ol

Produkt 1

HCID 23132781HCID 23132781, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred solution of 1.91 g of 4-fluoro-1-hydroxynaphthalene in 40 ml of dry dichloromethane in an ice/salt bath was added by syringe 2.64 ml of diisopropylethylamine followed by 1.11 ml of methoxymethylchloride. The mixture was stirred at 0° C. for 0.5 h, allowed to warm to ambient temperature and stirred for 14 h. The reaction mixture was poured into saturated sodium bicarbonate, extracted with dichloromethane, dried (sodium sulphate), filtered and concentrated to a yellow oil. The material was purified by flash chromatography on silica gel eluting with toluene/heptanes to provide 1.98 g of 4-fluoro-1-methoxymethoxynaphthalene.

Aufarbeitung

  1. temperatureto warm to ambient temperature
  2. stirringstirred for 14 h
  3. extractionextracted with dichloromethane
  4. dry with materialdried (sodium sulphate)
  5. filtrationfiltered
  6. concentrationconcentrated to a yellow oil
  7. customThe material was purified by flash chromatography on silica gel eluting with toluene/heptanes

Quellen und Nachweise

ORD-Eintrag
ord-6f7647350bdb49d6aadb8ce53fcf1f6c
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07919628B2

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