3-Hydroxybenzaldehyde → 3-(3-Chloro-2-hydroxypropoxy)benzaldehyde

HRID 648181Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 648181
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[CH2:10]([CH:12]1[O:14][CH2:13]1)[Cl:11]>N1C=CC=CC=1>[Cl:11][CH2:10][CH:12]([OH:14])[CH2:13][O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6]

Komponenten

4

Edukt 2

HCID 1013-HydroxybenzaldehydeHCID 7835Epichlorohydrin

Produkt 1

HCID 128784723-(3-Chloro-2-hydroxypropoxy)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of 3-hydroxybenzaldehyde (24.4 g, 0.2 mol), epichlorohydrin (47 ml) and pyridine (0.4 ml) is heated 5 hours on a steam bath. The crude mixture is partitioned between methylenechloride-water and the CH2Cl2 extract washed with dilute aqueous NaHCO3, dried (Na2SO4), filtered and concentrated in vacuo to give the crude title product. Distillation gives a colorless oil bp 160° (0.2 mm); 21.2 g.

Aufarbeitung

  1. temperatureis heated 5 hours on a steam bath
  2. customThe crude mixture is partitioned between methylenechloride-water
  3. extractionthe CH2Cl2 extract
  4. washwashed with dilute aqueous NaHCO3
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customto give the crude title product
  9. distillationDistillation

Quellen und Nachweise

ORD-Eintrag
ord-228ebbddc8eb438a96c0fc17d988e7ed
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04411899

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