Hydrochloric Acid → 15-Hydroxypentadecanoic acid

HRID 1493722

Reaktionsgleichung

Reaktionsgleichung von HRID 1493722
[OH:1][CH2:2][CH2:3][CH2:4][C:5](=O)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17].[OH-].[K+].C(O)COCCO.Cl>O>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8117Diethylene GlycolHCID 14797Potassium HydroxideHCID 988195515-Hydroxy-12-ketopentadecanoic acid

Produkt 1

HCID 7836015-Hydroxypentadecanoic acidAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

1.00 g (3.68 millimole) of 15-hydroxy-12-ketopentadecanoic acid, 0.73 g (11.0 millimole) of 85 wt.% potassium hydroxide, 0.50 g (8.5 millimole) of 85 % hydrated hydrazine and 5 ml of diethylene glycol were charged into a frask and heated under reflux over 1.5 hours. Subsequently, while evaporating the produced light boiling components such as water to the outside of the system, the internal temperature was elevated to 195 to 205° C., and the heating under reflux was continued at the same temperature range over 2 hours. After completion of the reaction, the solution was cooled, diluted by addition of 5 ml of water and added with 3 ml of 6N-HCl, followed by collection of the precipitated pail brown solid by filtration. The solid was recrystallized from benzene to obtain 0.81 g (3.14 millimole, Yield: 85 %) of a white crystl.

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux over 1.5 hours
  3. customSubsequently, while evaporating the produced light
  4. customwas elevated to 195 to 205° C.
  5. temperaturethe heating under reflux
  6. customAfter completion of the reaction
  7. temperaturethe solution was cooled
  8. filtrationfollowed by collection of the precipitated pail brown solid by filtration
  9. customThe solid was recrystallized from benzene
  10. customto obtain 0.81 g (3.14 millimole, Yield: 85 %) of a white crystl

Quellen und Nachweise

ORD-Eintrag
ord-bc798a77a48a49ffaf13ef4043394149
Quelldatensatz
uspto-grants-1991_06
Patentnummer
US05023351

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