Iodoethane → 2-Ethoxynaphthalene-1-carbaldehyde

HRID 1163970

Reaktionsgleichung

Reaktionsgleichung von HRID 1163970
[OH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[CH:12]=[O:13].I[CH2:15][CH3:16].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:15]([O:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[CH:12]=[O:13])[CH3:16]

Komponenten

5

Edukt 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 128192-Hydroxy-1-naphthaldehyde

Produkt 1

HCID 880992-Ethoxynaphthalene-1-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

2-Hydroxy-1-naphthaldehyde (10 g., 0.058 mole) was combined with acetone (120 ml.), iodoethane (9.9 g., 0.063 mole) and anhydrous potassium carbonate (8.0 g., 0.058 mole) and the mixture heated to reflux for 48 hours. The reaction mixture was cooled to room temperature, filtered and filtrate evaporated to solids (9.0 g.) Recrystallization from isopropyl ether afforded purified 2-ethoxy-1-naphthaldehyde in two crops (4.5 g. and 0.5 g., m.p. 106°-109° C.).

Aufarbeitung

  1. temperaturethe mixture heated
  2. temperatureto reflux for 48 hours
  3. filtrationfiltered
  4. customfiltrate evaporated to solids (9.0 g.) Recrystallization from isopropyl ether
  5. customafforded
  6. custompurified 2-ethoxy-1-naphthaldehyde in two crops (4.5 g. and 0.5 g., m.p. 106°-109° C.)

Quellen und Nachweise

ORD-Eintrag
ord-dc67b0106f3d4938949bdb8743738a9c
Quelldatensatz
uspto-grants-1983_01
Patentnummer
US04367234

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