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Propionic Acid → HCID 21030583, Verbindung

HRID 1829595
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1829595
C([O-])([O-])=O.[K+].[K+].Cl[CH2:8][C:9]([O:11][C:12]([CH:15]1[CH2:20][CH2:19][CH2:18][C:17]([CH3:22])([CH3:21])[CH2:16]1)([CH3:14])[CH3:13])=[O:10].[C:23]([OH:27])(=[O:26])[CH2:24][CH3:25].CCOCC>CC(C)=O>[C:23]([O:27][CH2:8][C:9]([O:11][C:12]([CH:15]1[CH2:20][CH2:19][CH2:18][C:17]([CH3:22])([CH3:21])[CH2:16]1)([CH3:14])[CH3:13])=[O:10])(=[O:26])[CH2:24][CH3:25]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 1032Propionic AcidHCID 3283Diethyl EtherHCID 11430Potassium Carbonate2×HCID 858714801-(3,3-Dimethylcyclohexyl)-1-methylethyl chloroacetate

Produkt 1

HCID 21030583HCID 21030583, VerbindungAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180
Acetone
Lösungsmittel

Versuchsvorschrift

K2CO3 (6.2 g, 45 mmol) and 1-(3,3-dimethylcyclohexyl)-1-methylethyl chloroacetate (2,5 g, 10 mmol) are added successively to a solution of propionic acid (1.8 g, 30 mmol) in acetone (20 ml). After the suspension has been heated under reflux for 36 hours, it is allowed to cool and ether (80 ml) and 10% K2CO3 solution (50 ml) are added. After phase separation has taken place, the aqueous phase is freed from residual acetone and the aqueous phase is also extracted twice with 50 ml diethyl ether. The combined organic phases are also washed once with water and once with saturated NaCl solution, then dried, filtered off and freed from solvent in a rotary evaporator. After purification by flash chromatography (cyclohexane/EtOAc=10:1, Rf=0.23) and subsequent bulb tube distillation, (BTD: 215° C., 0.9 mbar) 2.1 g (78%) 2-[1-(3,3-dimethylcyclohexyl)-1-methylethoxy]-2-oxoethyl propionate is obtained as a colorless liquid.

Aufarbeitung

  1. temperatureAfter the suspension has been heated
  2. temperatureunder reflux for 36 hours
  3. temperatureto cool
  4. customAfter phase separation
  5. extractionthe aqueous phase is also extracted twice with 50 ml diethyl ether
  6. washThe combined organic phases are also washed once with water and once with saturated NaCl solution
  7. customdried
  8. filtrationfiltered off
  9. customfreed from solvent in a rotary evaporator
  10. customAfter purification
  11. distillationby flash chromatography (cyclohexane/EtOAc=10:1, Rf=0.23) and subsequent bulb tube distillation

Quellen und Nachweise

ORD-Eintrag
ord-a1f946354bd44dd0a286be1a60b10a21
Quelldatensatz
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07064102B2

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