Ethylene Glycol → 2-(3-Fluoro-4-methoxyphenyl)-1,3-dioxolane

HRID 459156

Reaktionsgleichung

Reaktionsgleichung von HRID 459156
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=[O:6].[CH2:12](O)[CH2:13][OH:14].O>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([CH:5]2[O:14][CH2:13][CH2:12][O:6]2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

Komponenten

5

Edukt 3

HCID 174Ethylene GlycolHCID 962WaterHCID 676963-Fluoro-p-anisaldehyde

Produkt 1

HCID 184432552-(3-Fluoro-4-methoxyphenyl)-1,3-dioxolaneAusbeute 92,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 3-fluoro-4-methoxy-benzaldehyde (463 mg, 3 mmol), ethylene glycol (0.86 mL, 15 mmol) and PPTs (75 mg, 0.3 mmol) in toluene (15 mL) was heated at reflux with aceotropic removal of water for 6 hours. The solvent was evaporated and the residue was diluted with methylene chloride (20 mL), washed with water (2×10 mL) and dried (MgSO4). Concentration produced 2-(3-Fluoro-4-methoxy-phenyl)-[1,3]-dioxolane as a colorless oil (550 mg, 92%). 1H-NMR (CDCl3, 200.15 MHz): δ 7.24–7.15 (m, 2H), 6.92 (t, 1H, J=8.5), 5.71 (s, 1H), 4.10–3.98 (m, 4H), 3.86 (s, 3H).

Aufarbeitung

  1. customThe solvent was evaporated
  2. additionthe residue was diluted with methylene chloride (20 mL)
  3. washwashed with water (2×10 mL)
  4. dry with materialdried (MgSO4)
  5. concentrationConcentration

Quellen und Nachweise

ORD-Eintrag
ord-4b07603285344442aa4406e6204f9133
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07192982B2

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