Hydrochloric Acid → 2-(2-Hydroxyethyl)-4-methylphenol

HRID 2166483Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2166483
[CH2:1]([C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=1[OH:11])[CH:2]=C.[O:12]=[O+][O-].[BH4-].[Na+].Cl>CO>[OH:11][C:5]1[CH:6]=[CH:7][C:8]([CH3:10])=[CH:9][C:4]=1[CH2:1][CH2:2][OH:12]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 24823OzoneHCID 811172-Allyl-p-cresolHCID 4311764Sodium borohydride

Produkt 1

HCID 157029662-(2-Hydroxyethyl)-4-methylphenolAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 8.34 g (0.05 mol) of 2-allyl-4-methylphenol in 420 ml of CH3OH containing a few crystals of Sudan III indicator was cooled to -78° C. Ozone was passed through this solution until a color change of the Sudan III indicator showed that the ozonization reaction was complete. Solid sodium borohydride (6.4 g) was added in small portions to the cold solution. When this addition was complete, the solution was allowed to warm to room temperature overnight. The solution was made acid by the addition of 6N HCl, and then was concentrated to dryness in vacuo. The residue was dissolved in ethyl acetate and was washed with water, saturated NaHCO3 solution and brine. The solution was dried, filtered, and evaporated to give 7.3 g (96%) of 2-(2-hydroxy-5-methylphenyl)ethanol.

Aufarbeitung

  1. customshowed that the ozonization reaction
  2. additionWhen this addition
  3. concentrationwas concentrated to dryness in vacuo
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwas washed with water, saturated NaHCO3 solution and brine
  6. customThe solution was dried
  7. filtrationfiltered
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-42898d16be014a0fa9a08e4679987b34
Quelldatensatz
uspto-grants-1990_07
Patentnummer
US04945182

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