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Hydrochloric Acid → p-(2-Methylbutoxycarbonyl)benzaldehyde

HRID 482817
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 482817
[C:1](Cl)(=[O:10])[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH2:12]([OH:17])[CH:13]([CH2:15][CH3:16])[CH3:14].N1C=CC=CC=1.Cl>C1(C)C=CC=CC=1>[CH3:14][CH:13]([CH2:15][CH3:16])[CH2:12][O:17][C:1]([C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)=[O:10]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 87232-Methyl-1-butanolHCID 124246204-Formylbenzoyl chloride

Produkt 1

HCID 13548338p-(2-Methylbutoxycarbonyl)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

315 g of said terephthalaldehydic acid chloride dissolved in 400 ml of toluene was dropped into an ice-cooled mixed solution of commercially available S(-)-2-methylbutanol (optically active amyl alcohol) and 230 g of pyridine, and heated under reflux for 2 hours. The reaction solution was cooled to room temperature and further cooled with ice, and acidified by adding 6N hydrochloric acid thereto to remove pyridine in the organic layer. The organic layer was then washed successively with water, 2N aqueous sodium hydroxide solution, and again with water. Toluene as a solvent was distilled off in vacuum, and the remaining reaction product was distilled in vacuum to obtain p-(2-methylbutoxycarbonyl)benzaldehyde (b.p. 118°-124° C./3.5 Torr).

Aufarbeitung

  1. temperaturecooled
  2. temperatureheated
  3. temperatureunder reflux for 2 hours
  4. temperaturefurther cooled with ice
  5. customto remove pyridine in the organic layer
  6. washThe organic layer was then washed successively with water, 2N aqueous sodium hydroxide solution
  7. distillationToluene as a solvent was distilled off in vacuum
  8. customthe remaining reaction product
  9. distillationwas distilled in vacuum

Quellen und Nachweise

ORD-Eintrag
ord-5c338641cfe64aec9b618a3af3a4c4c7
Quelldatensatz
uspto-grants-1986_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04576732

Notizen zur Reaktion

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