Sodium Hydroxide → 4-Propylbenzoic acid

HRID 443681

Reaktionsgleichung

Reaktionsgleichung von HRID 443681
Br[O-:2].[Na+].BrBr.[OH-].[Na+].[CH3:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17](C)=[O:18])=[CH:13][CH:12]=1>O.O1CCOCC1>[CH2:10]([C:11]1[CH:12]=[CH:13][C:14]([C:17]([OH:18])=[O:2])=[CH:15][CH:16]=1)[CH2:9][CH3:8]

Komponenten

7

Edukt 4

HCID 14798Sodium HydroxideHCID 24408BromineHCID 762361-(4-Propylphenyl)ethan-1-oneHCID 23673712Sodium hypobromite

Produkt 1

HCID 1376014-Propylbenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of sodium hypobromite prepared by dissolving bromine (1.0 mole) in a solution of sodium hydroxide (3.5 mole) in water (700 ml) at 0° C. was added to a well stirred solution of 4-n-propylacetophenone (0.2 mole), prepared in step A1, in dioxan (500 ml). Throughout the addition and for 0.25 hours afterwards the temperature was maintained at 35°-45° C. The excess of sodium hypobromite wad destroyed by adding a solution of sodium metabisulphite. Water (3.5 L) was added and bromoform distilled from the reation mixture. On cooling, the solution was acidified with concentrated hydrochloric acid and the precipitated product filtered off and washed with water. The product was crystallised from ethanol/water to yield white crystals mpt 141.2° C.

Aufarbeitung

  1. additionwas added to a well
  2. additionThroughout the addition
  3. temperaturefor 0.25 hours afterwards the temperature was maintained at 35°-45° C
  4. customThe excess of sodium hypobromite wad destroyed
  5. additionby adding a solution of sodium metabisulphite
  6. additionWater (3.5 L) was added
  7. distillationbromoform distilled from the reation mixture
  8. temperatureOn cooling
  9. filtrationthe precipitated product filtered off
  10. washwashed with water
  11. customThe product was crystallised from ethanol/water

Quellen und Nachweise

ORD-Eintrag
ord-2a6785196dc94b86ba2f8bd7a322ec51
Quelldatensatz
uspto-grants-1981_04
Patentnummer
US04261651

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