Sodium Hydroxide → (+/-)-4-(1-Dodecenyl)-alpha-phenyl-1H-pyrazole-1-acetic acid

HRID 1938712Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1938712
[OH-].[Na+].[CH:3]([C:15]1[CH:16]=[N:17][N:18]([CH:20]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:21]([O:23]CC)=[O:22])[CH:19]=1)=[CH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]>C(O)C>[CH:3]([C:15]1[CH:16]=[N:17][N:18]([CH:20]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:21]([OH:23])=[O:22])[CH:19]=1)=[CH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 54242059Ethyl (+/-)-4-(1-dodecenyl)-alpha-phenyl-1H-pyrazole-1-acetate

Produkt 1

HCID 53719716(+/-)-4-(1-Dodecenyl)-alpha-phenyl-1H-pyrazole-1-acetic acidAusbeute 105,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Solid NaOH (6.72 g, 168 mmol) was added to a solution of ethyl (±)-4-(1-dodecenyl)-α-phenyl-1H-pyrazole-1-acetate (44.41 g, 112 mmol) in 500 mL 95% ethanol. The resulting yellow solution was stirred for 1 hour and then concentrated in vacuo. The residue was partitioned between water and ether, the aqueous layer was acidified with concentrated HCl and extracted with ethyl acetate. The ethyl acetate layer was dried over MgSO4, filtered, and concentrated to give a yellow oil (43.4 g) used without further purification.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between water and ether
  3. extractionextracted with ethyl acetate
  4. dry with materialThe ethyl acetate layer was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-83223d66c9a14224ac21f8bf52190a93
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05693657

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