p-Toluenesulfonic acid → Pentyl hydroxy(phenyl)acetate

HRID 641128

Reaktionsgleichung

Reaktionsgleichung von HRID 641128
[C:1]([O:11][CH2:12][CH3:13])(=[O:10])[CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].[CH2:14](O)[CH2:15][CH2:16]CC.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(OCCCC)(=O)C>[C:1]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:10])[CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3]

Komponenten

5

Edukt 3

HCID 6101p-Toluenesulfonic acidHCID 62761-PentanolHCID 13050Ethyl mandelate

Produkt 1

HCID 347424Pentyl hydroxy(phenyl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31272Butyl AcetateLösungsmittel

Versuchsvorschrift

A 100 mL three-neck flask, equipped with a magnetic stir bar, a Claisen adapter with a thermocouple and a subsurface nitrogen inlet, and a short path condenser, was charged with 7.94 grams of ethyl mandelate, 40 mL of 1-pentanol, and 0.75 gram of p-toluenesulfonic acid. The reaction was stirred at 120°-132° C. for 4.0 hours with a nitrogen sweep. The reaction mixture was taken up in butyl acetate, extracted with dilute aqueous sodium hydroxide, washed three times with water, dried over magnesium sulfate, and filtered. Solvent was removed by rotary evaporation to yield 8.3 grams of a straw-colored liquid.

Aufarbeitung

  1. customA 100 mL three-neck flask, equipped with a magnetic stir bar
  2. extractionextracted with dilute aqueous sodium hydroxide
  3. washwashed three times with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customSolvent was removed by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-506dd38d84574e3fb2043200e9fd0cae
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07696136B2

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